DD231480A5 - Pflanzenschutzmittel - Google Patents

Pflanzenschutzmittel Download PDF

Info

Publication number: DD231480A5
Authority: DD; German Democratic Republic
Prior art keywords: thiocyanato; carbon atoms; different; optionally mono; radical
Prior art date: 1983-12-24

Application number

DD84271304A

Other languages

German (de)

English (en)

Inventor

Hans-Georg Schmitt

Karlfried Wedemeyer

Wilhelm Brandes

Paul Reinecke

Original Assignee

Bayer Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1983-12-24

Filing date

1984-12-20

Publication date

1986-01-02

1984-12-20 Application filed by Bayer Ag filed Critical Bayer Ag

1986-01-02 Publication of DD231480A5 publication Critical patent/DD231480A5/de

Links

239000000575 pesticide Substances 0.000 title abstract description 6
CTUCKYOEOPEWGE-UHFFFAOYSA-N (2-carbamoylphenyl) thiocyanate Chemical class NC(=O)C1=CC=CC=C1SC#N CTUCKYOEOPEWGE-UHFFFAOYSA-N 0.000 claims abstract description 12
239000001257 hydrogen Substances 0.000 claims abstract description 10
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 10
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
-1 ethyl-substituted phenylmethyl Chemical group 0.000 claims description 21
238000002360 preparation method Methods 0.000 claims description 18
125000004432 carbon atom Chemical group C* 0.000 claims description 15
125000000217 alkyl group Chemical group 0.000 claims description 6
238000000034 method Methods 0.000 claims description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
239000004606 Fillers/Extenders Substances 0.000 claims description 4
241000233866 Fungi Species 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
239000011814 protection agent Substances 0.000 claims description 3
239000004094 surface-active agent Substances 0.000 claims description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 2
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 2
238000002156 mixing Methods 0.000 claims description 2
125000003884 phenylalkyl group Chemical group 0.000 claims description 2
125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 2
150000002431 hydrogen Chemical group 0.000 claims 2
125000006178 methyl benzyl group Chemical group 0.000 claims 1
239000004480 active ingredient Substances 0.000 abstract description 8
239000003795 chemical substances by application Substances 0.000 abstract description 3
239000012050 conventional carrier Substances 0.000 abstract description 2
239000000126 substance Substances 0.000 abstract description 2
150000001875 compounds Chemical class 0.000 description 33
241000196324 Embryophyta Species 0.000 description 21
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
239000000203 mixture Substances 0.000 description 12
239000002904 solvent Substances 0.000 description 12
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
239000003995 emulsifying agent Substances 0.000 description 10
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
RIDMSOMIFFTEJO-UHFFFAOYSA-N 2-sulfanylbenzamide Chemical class NC(=O)C1=CC=CC=C1S RIDMSOMIFFTEJO-UHFFFAOYSA-N 0.000 description 7
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
238000009472 formulation Methods 0.000 description 7
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
230000001681 protective effect Effects 0.000 description 6
QPJDMGCKMHUXFD-UHFFFAOYSA-N cyanogen chloride Chemical compound ClC#N QPJDMGCKMHUXFD-UHFFFAOYSA-N 0.000 description 5
239000003085 diluting agent Substances 0.000 description 5
239000008187 granular material Substances 0.000 description 5
238000005507 spraying Methods 0.000 description 5
239000000725 suspension Substances 0.000 description 5
125000002877 alkyl aryl group Chemical group 0.000 description 4
239000000969 carrier Substances 0.000 description 4
239000012141 concentrate Substances 0.000 description 4
201000010099 disease Diseases 0.000 description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 4
238000011156 evaluation Methods 0.000 description 4
238000011534 incubation Methods 0.000 description 4
238000011081 inoculation Methods 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
229920000151 polyglycol Polymers 0.000 description 4
239000010695 polyglycol Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
239000007787 solid Substances 0.000 description 4
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
241000736122 Parastagonospora nodorum Species 0.000 description 3
241000233614 Phytophthora Species 0.000 description 3
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
241000228453 Pyrenophora Species 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
230000002378 acidificating effect Effects 0.000 description 3
239000002585 base Substances 0.000 description 3
239000003054 catalyst Substances 0.000 description 3
230000000694 effects Effects 0.000 description 3
239000000839 emulsion Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
239000011707 mineral Substances 0.000 description 3
239000002689 soil Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
241000228437 Cochliobolus Species 0.000 description 2
241000371644 Curvularia ravenelii Species 0.000 description 2
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
241000221787 Erysiphe Species 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical class [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
241001330975 Magnaporthe oryzae Species 0.000 description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 2
229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
241001533598 Septoria Species 0.000 description 2
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
241000579741 Sphaerotheca <fungi> Species 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
241000317942 Venturia <ichneumonid wasp> Species 0.000 description 2
241000228452 Venturia inaequalis Species 0.000 description 2
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
HTBCBDHJXXARCK-UHFFFAOYSA-N [2-(cyclohexylcarbamoyl)phenyl] thiocyanate Chemical compound C=1C=CC=C(SC#N)C=1C(=O)NC1CCCCC1 HTBCBDHJXXARCK-UHFFFAOYSA-N 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 2
239000003513 alkali Substances 0.000 description 2
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
239000002270 dispersing agent Substances 0.000 description 2
239000003814 drug Substances 0.000 description 2
229940079593 drug Drugs 0.000 description 2
239000000975 dye Substances 0.000 description 2
150000002170 ethers Chemical class 0.000 description 2
239000006260 foam Substances 0.000 description 2
239000000417 fungicide Substances 0.000 description 2
JMANVNJQNLATNU-UHFFFAOYSA-N glycolonitrile Natural products N#CC#N JMANVNJQNLATNU-UHFFFAOYSA-N 0.000 description 2
229910052736 halogen Inorganic materials 0.000 description 2
239000003960 organic solvent Substances 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 2
239000000243 solution Substances 0.000 description 2
241000894007 species Species 0.000 description 2
238000003756 stirring Methods 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
239000011701 zinc Substances 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
LBEMXJWGHIEXRA-UHFFFAOYSA-N 2-[(2-carboxyphenyl)disulfanyl]benzoic acid Chemical compound OC(=O)C1=CC=CC=C1SSC1=CC=CC=C1C(O)=O LBEMXJWGHIEXRA-UHFFFAOYSA-N 0.000 description 1
WOEPLAQZGOVGRX-UHFFFAOYSA-N 2-sulfanyl-n-(3,3,5-trimethylcyclohexyl)benzamide Chemical compound C1C(C)(C)CC(C)CC1NC(=O)C1=CC=CC=C1S WOEPLAQZGOVGRX-UHFFFAOYSA-N 0.000 description 1
KRAFHNPGRHNJAR-UHFFFAOYSA-N 2-thiocyanatobenzoic acid Chemical compound OC(=O)C1=CC=CC=C1SC#N KRAFHNPGRHNJAR-UHFFFAOYSA-N 0.000 description 1
244000215068 Acacia senegal Species 0.000 description 1
RGCKGOZRHPZPFP-UHFFFAOYSA-N Alizarin Natural products C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 1
241000235349 Ascomycota Species 0.000 description 1
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
241000221198 Basidiomycota Species 0.000 description 1
241001480061 Blumeria graminis Species 0.000 description 1
241000895523 Blumeria graminis f. sp. hordei Species 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
241001465180 Botrytis Species 0.000 description 1
241000123650 Botrytis cinerea Species 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
229910021532 Calcite Inorganic materials 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
241001157813 Cercospora Species 0.000 description 1
241000906476 Cercospora canescens Species 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
241000760356 Chytridiomycetes Species 0.000 description 1
244000060011 Cocos nucifera Species 0.000 description 1
235000013162 Cocos nucifera Nutrition 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
241000223218 Fusarium Species 0.000 description 1
241000223194 Fusarium culmorum Species 0.000 description 1
229920000084 Gum arabic Polymers 0.000 description 1
240000005979 Hordeum vulgare Species 0.000 description 1
235000007340 Hordeum vulgare Nutrition 0.000 description 1
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
206010061217 Infestation Diseases 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
241000228456 Leptosphaeria Species 0.000 description 1
235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
208000031888 Mycoses Diseases 0.000 description 1
244000061176 Nicotiana tabacum Species 0.000 description 1
235000002637 Nicotiana tabacum Nutrition 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000233654 Oomycetes Species 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000233622 Phytophthora infestans Species 0.000 description 1
241001503460 Plasmodiophorida Species 0.000 description 1
241000233626 Plasmopara Species 0.000 description 1
241001281803 Plasmopara viticola Species 0.000 description 1
241000896242 Podosphaera Species 0.000 description 1
241001337928 Podosphaera leucotricha Species 0.000 description 1
239000004372 Polyvinyl alcohol Substances 0.000 description 1
108010009736 Protein Hydrolysates Proteins 0.000 description 1
241000221300 Puccinia Species 0.000 description 1
241001123569 Puccinia recondita Species 0.000 description 1
241000520648 Pyrenophora teres Species 0.000 description 1
241000231139 Pyricularia Species 0.000 description 1
206010037888 Rash pustular Diseases 0.000 description 1
206010039509 Scab Diseases 0.000 description 1
239000004113 Sepiolite Substances 0.000 description 1
240000003768 Solanum lycopersicum Species 0.000 description 1
241000722133 Tilletia Species 0.000 description 1
241000722093 Tilletia caries Species 0.000 description 1
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
235000021307 Triticum Nutrition 0.000 description 1
244000098338 Triticum aestivum Species 0.000 description 1
241000221576 Uromyces Species 0.000 description 1
241000221577 Uromyces appendiculatus Species 0.000 description 1
241000007070 Ustilago nuda Species 0.000 description 1
BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical class ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
RARYTIFFMFFFEZ-UHFFFAOYSA-N [2-[(2,4,6-trimethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound CC1CC(C)CC(C)C1NC(=O)C1=CC=CC=C1SC#N RARYTIFFMFFFEZ-UHFFFAOYSA-N 0.000 description 1
WHXGNCODOCBDGK-UHFFFAOYSA-N [2-[(2-cyclohexylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C=1C=CC=C(SC#N)C=1C(=O)NC1CCCCC1C1CCCCC1 WHXGNCODOCBDGK-UHFFFAOYSA-N 0.000 description 1
FZLKGKAWIXRLMQ-UHFFFAOYSA-N [2-[(2-ethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound CCC1CCCCC1NC(=O)C1=CC=CC=C1SC#N FZLKGKAWIXRLMQ-UHFFFAOYSA-N 0.000 description 1
ZJLXKXFMRPZEEY-UHFFFAOYSA-N [2-[(2-methylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound CC1CCCCC1NC(=O)C1=CC=CC=C1SC#N ZJLXKXFMRPZEEY-UHFFFAOYSA-N 0.000 description 1
XVQACKKLMQXHHH-UHFFFAOYSA-N [2-[(3,3,5-trimethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1C(C)(C)CC(C)CC1NC(=O)C1=CC=CC=C1SC#N XVQACKKLMQXHHH-UHFFFAOYSA-N 0.000 description 1
MMIVPWBWDBEIAF-UHFFFAOYSA-N [2-[(3,5-dimethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1C(C)CC(C)CC1NC(=O)C1=CC=CC=C1SC#N MMIVPWBWDBEIAF-UHFFFAOYSA-N 0.000 description 1
WFBVJJLGDIFNRS-UHFFFAOYSA-N [2-[(3-cyclohexylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C=1C=CC=C(SC#N)C=1C(=O)NC(C1)CCCC1C1CCCCC1 WFBVJJLGDIFNRS-UHFFFAOYSA-N 0.000 description 1
IRGQPFIMDBPMTP-UHFFFAOYSA-N [2-[(3-ethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1C(CC)CCCC1NC(=O)C1=CC=CC=C1SC#N IRGQPFIMDBPMTP-UHFFFAOYSA-N 0.000 description 1
ZPADVNBZIVMVLL-UHFFFAOYSA-N [2-[(3-propan-2-ylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1C(C(C)C)CCCC1NC(=O)C1=CC=CC=C1SC#N ZPADVNBZIVMVLL-UHFFFAOYSA-N 0.000 description 1
JVZKLMIBHFRSAU-UHFFFAOYSA-N [2-[(4-cyclohexylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C=1C=CC=C(SC#N)C=1C(=O)NC(CC1)CCC1C1CCCCC1 JVZKLMIBHFRSAU-UHFFFAOYSA-N 0.000 description 1
UJQDMAIMXZYDJL-UHFFFAOYSA-N [2-[(4-ethylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1CC(CC)CCC1NC(=O)C1=CC=CC=C1SC#N UJQDMAIMXZYDJL-UHFFFAOYSA-N 0.000 description 1
FTTCNZLIMBJHTK-UHFFFAOYSA-N [2-[(4-propylcyclohexyl)carbamoyl]phenyl] thiocyanate Chemical compound C1CC(CCC)CCC1NC(=O)C1=CC=CC=C1SC#N FTTCNZLIMBJHTK-UHFFFAOYSA-N 0.000 description 1
LYKYNYDDIRRFPN-UHFFFAOYSA-N [2-[[4-(cyclohexylmethyl)cyclohexyl]carbamoyl]phenyl] thiocyanate Chemical compound C=1C=CC=C(SC#N)C=1C(=O)NC(CC1)CCC1CC1CCCCC1 LYKYNYDDIRRFPN-UHFFFAOYSA-N 0.000 description 1
YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 description 1
239000000205 acacia gum Substances 0.000 description 1
235000010489 acacia gum Nutrition 0.000 description 1
230000000895 acaricidal effect Effects 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
239000013543 active substance Substances 0.000 description 1
239000000654 additive Substances 0.000 description 1
239000000853 adhesive Substances 0.000 description 1
230000001070 adhesive effect Effects 0.000 description 1
239000000443 aerosol Substances 0.000 description 1
HFVAFDPGUJEFBQ-UHFFFAOYSA-M alizarin red S Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=C(S([O-])(=O)=O)C(O)=C2O HFVAFDPGUJEFBQ-UHFFFAOYSA-M 0.000 description 1
150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
150000008052 alkyl sulfonates Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
235000012211 aluminium silicate Nutrition 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
125000000129 anionic group Chemical group 0.000 description 1
239000012736 aqueous medium Substances 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
238000003556 assay Methods 0.000 description 1
229960000892 attapulgite Drugs 0.000 description 1
RQPZNWPYLFFXCP-UHFFFAOYSA-L barium dihydroxide Chemical compound [OH-].[OH-].[Ba+2] RQPZNWPYLFFXCP-UHFFFAOYSA-L 0.000 description 1
229910001863 barium hydroxide Inorganic materials 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
230000001680 brushing effect Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
239000001569 carbon dioxide Substances 0.000 description 1
229910002092 carbon dioxide Inorganic materials 0.000 description 1
150000004649 carbonic acid derivatives Chemical class 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
150000001735 carboxylic acids Chemical class 0.000 description 1
239000008112 carboxymethyl-cellulose Substances 0.000 description 1
235000013339 cereals Nutrition 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
150000008422 chlorobenzenes Chemical class 0.000 description 1
239000008199 coating composition Substances 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
239000000498 cooling water Substances 0.000 description 1
229910052802 copper Inorganic materials 0.000 description 1
239000010949 copper Substances 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
125000004122 cyclic group Chemical group 0.000 description 1
GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 description 1
235000014113 dietary fatty acids Nutrition 0.000 description 1
XXBDWLFCJWSEKW-UHFFFAOYSA-N dimethylbenzylamine Chemical compound CN(C)CC1=CC=CC=C1 XXBDWLFCJWSEKW-UHFFFAOYSA-N 0.000 description 1
239000012990 dithiocarbamate Substances 0.000 description 1
239000010459 dolomite Substances 0.000 description 1
229910000514 dolomite Inorganic materials 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000010410 dusting Methods 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
239000004495 emulsifiable concentrate Substances 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
238000005538 encapsulation Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
239000000194 fatty acid Substances 0.000 description 1
229930195729 fatty acid Natural products 0.000 description 1
239000003337 fertilizer Substances 0.000 description 1
235000013312 flour Nutrition 0.000 description 1
238000005187 foaming Methods 0.000 description 1
230000000855 fungicidal effect Effects 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000003630 growth substance Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
150000002367 halogens Chemical group 0.000 description 1
239000004009 herbicide Substances 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
150000004679 hydroxides Chemical class 0.000 description 1
WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
239000001023 inorganic pigment Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
229910052742 iron Inorganic materials 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical class [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
239000004579 marble Substances 0.000 description 1
238000002844 melting Methods 0.000 description 1
230000008018 melting Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
229920000609 methyl cellulose Polymers 0.000 description 1
239000001923 methylcellulose Substances 0.000 description 1
230000003641 microbiacidal effect Effects 0.000 description 1
230000000813 microbial effect Effects 0.000 description 1
244000005700 microbiome Species 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
229910052750 molybdenum Inorganic materials 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
229910052901 montmorillonite Inorganic materials 0.000 description 1
WWFUKCTWCLNMMZ-UHFFFAOYSA-N n-(2-ethylcyclohexyl)-2-sulfanylbenzamide Chemical compound CCC1CCCCC1NC(=O)C1=CC=CC=C1S WWFUKCTWCLNMMZ-UHFFFAOYSA-N 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
229940042880 natural phospholipid Drugs 0.000 description 1
150000002825 nitriles Chemical class 0.000 description 1
JCXJVPUVTGWSNB-UHFFFAOYSA-N nitrogen dioxide Inorganic materials O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 description 1
235000015097 nutrients Nutrition 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
239000011368 organic material Substances 0.000 description 1
239000003973 paint Substances 0.000 description 1
229910052625 palygorskite Inorganic materials 0.000 description 1
239000006072 paste Substances 0.000 description 1
244000052769 pathogen Species 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
150000003904 phospholipids Chemical class 0.000 description 1
239000001007 phthalocyanine dye Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
239000011118 polyvinyl acetate Substances 0.000 description 1
229920002689 polyvinyl acetate Polymers 0.000 description 1
229920002451 polyvinyl alcohol Polymers 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
150000003141 primary amines Chemical class 0.000 description 1
239000001294 propane Substances 0.000 description 1
239000003380 propellant Substances 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
239000008262 pumice Substances 0.000 description 1
208000029561 pustule Diseases 0.000 description 1
239000010453 quartz Substances 0.000 description 1
150000003254 radicals Chemical class 0.000 description 1
239000013558 reference substance Substances 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000011435 rock Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
229910052624 sepiolite Inorganic materials 0.000 description 1
235000019355 sepiolite Nutrition 0.000 description 1
150000004760 silicates Chemical class 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C331/00—Derivatives of thiocyanic acid or of isothiocyanic acid
- C07C331/02—Thiocyanates
- C07C331/08—Thiocyanates having sulfur atoms of thiocyanate groups bound to carbon atoms of six-membered aromatic rings
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/48—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —S—C≡N groups

Landscapes

Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Dentistry (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Plant Pathology (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

DD84271304A 1983-12-24 1984-12-20 Pflanzenschutzmittel DD231480A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE19833347073 DE3347073A1 (de)	1983-12-24	1983-12-24	2-thiocyanato-benzamide

Publications (1)

Publication Number	Publication Date
DD231480A5 true DD231480A5 (de)	1986-01-02

Family

ID=6218144

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD84271304A DD231480A5 (de)	1983-12-24	1984-12-20	Pflanzenschutzmittel

Country Status (16)

Country	Link
US (1)	US4565829A (es)
EP (1)	EP0152591A3 (es)
JP (1)	JPS60156664A (es)
KR (1)	KR850004588A (es)
AU (1)	AU3659184A (es)
BR (1)	BR8406668A (es)
CS (1)	CS244846B2 (es)
DD (1)	DD231480A5 (es)
DE (1)	DE3347073A1 (es)
DK (1)	DK626884A (es)
ES (1)	ES8601122A1 (es)
HU (1)	HUT37595A (es)
IL (1)	IL73901A0 (es)
PL (2)	PL251147A1 (es)
PT (1)	PT79679A (es)
ZA (1)	ZA8410046B (es)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9020924D0 (en) *	1990-09-26	1990-11-07	Ici Plc	Compound,use and preparation

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0018100B1 (en) *	1979-04-12	1984-01-18	Imperial Chemical Industries Plc	Substituted aromatic biologically active compound, a process for its preparation and its use as biocide

1983
- 1983-12-24 DE DE19833347073 patent/DE3347073A1/de not_active Withdrawn
1984
- 1984-12-07 US US06/679,181 patent/US4565829A/en not_active Expired - Fee Related
- 1984-12-12 AU AU36591/84A patent/AU3659184A/en not_active Abandoned
- 1984-12-13 EP EP84115363A patent/EP0152591A3/de not_active Withdrawn
- 1984-12-14 PT PT79679A patent/PT79679A/pt unknown
- 1984-12-19 CS CS8410001A patent/CS244846B2/cs unknown
- 1984-12-20 DD DD84271304A patent/DD231480A5/de unknown
- 1984-12-20 JP JP59267572A patent/JPS60156664A/ja active Pending
- 1984-12-21 ZA ZA8410046A patent/ZA8410046B/xx unknown
- 1984-12-21 PL PL25114784A patent/PL251147A1/xx unknown
- 1984-12-21 HU HU844795A patent/HUT37595A/hu unknown
- 1984-12-21 IL IL73901A patent/IL73901A0/xx unknown
- 1984-12-21 DK DK626884A patent/DK626884A/da not_active Application Discontinuation
- 1984-12-21 ES ES538967A patent/ES8601122A1/es not_active Expired
- 1984-12-21 PL PL25544284A patent/PL255442A1/xx unknown
- 1984-12-21 BR BR8406668A patent/BR8406668A/pt unknown
- 1984-12-24 KR KR1019840008317A patent/KR850004588A/ko not_active Withdrawn

Also Published As

Publication number	Publication date
IL73901A0 (en)	1985-03-31
ZA8410046B (en)	1985-08-28
US4565829A (en)	1986-01-21
DK626884D0 (da)	1984-12-21
AU3659184A (en)	1985-06-27
JPS60156664A (ja)	1985-08-16
HUT37595A (en)	1986-01-23
CS244846B2 (en)	1986-08-14
KR850004588A (ko)	1985-07-25
PL251147A1 (en)	1985-12-17
PL255442A1 (en)	1986-11-18
ES538967A0 (es)	1985-11-01
ES8601122A1 (es)	1985-11-01
DK626884A (da)	1985-06-25
EP0152591A2 (de)	1985-08-28
BR8406668A (pt)	1985-10-22
PT79679A (en)	1985-01-01
DE3347073A1 (de)	1985-07-04
EP0152591A3 (de)	1986-01-08

Publication	Publication Date	Title
EP0177740B1 (de)	1988-09-28	Acylierte Saccharin-Derivate
EP0334134A1 (de)	1989-09-27	3,7-Disubstituierte Benzthiazolone
EP0257294B1 (de)	1990-09-12	E/Z-Isomerengemische und reine Z-Isomere von N alpha-(2-Cyan-2-alkoximinoacetyl) aminosäurederivaten und- peptiden
EP0554729A1 (de)	1993-08-11	Substituierte Aminosäureamide
EP0294668B1 (de)	1993-04-07	(2-Cyan-2-oximinoacetyl)-aminosäure-Derivate
EP0277537B1 (de)	1990-09-26	1-Aminomethyl-3-aryl-4-cyano-pyrrole
EP0294667A2 (de)	1988-12-14	(2-Cyan-2-oximinoacetyl)-aminosäure-Derivate
EP0122553B1 (de)	1986-02-26	N-Sulfenylierte Phenethylsulfonamide
EP0158957B1 (de)	1989-01-18	Allophanat-Derivate
DD231480A5 (de)	1986-01-02	Pflanzenschutzmittel
WO1992017066A1 (de)	1992-10-15	Substituierte salicylamide, mittel gegen pflanzenkrankheiten
EP0198382A2 (de)	1986-10-22	Heterocyclische Amid-Derivate
EP0334138A1 (de)	1989-09-27	7-Substituierte 2-Carbonamido-benzthiazol-3-oxide
EP0283777A1 (de)	1988-09-28	Benzaldoxim-Derivate
EP0557860A1 (de)	1993-09-01	Substituierte Pyridylpyrimidine und ihre Verwendung als Schädlingsbekämpfungsmittel
EP0422461A2 (de)	1991-04-17	Trisubstituierte 1,3,5-Triazin-2,4,6-trione
EP0281909A2 (de)	1988-09-14	Benzaldoxim-carbamat-Derivate
EP0391188A1 (de)	1990-10-10	Fungizide Mittel auf Basis von teilweise bekannten nitrosubstituierten Benzthiazolonen, neue nitrosubstituierte Benzthiazolone und Verfahren zu ihrer Herstellung
EP0185983A1 (de)	1986-07-02	N-(3-Chlor-1,2,4-oxadiazol-5-yl)-harnstoffe
EP0213566A2 (de)	1987-03-11	N-Sulfenylierte Benzosulfonsäureamide
EP0269929A1 (de)	1988-06-08	Chlor-1,2,4-oxadiazole
DE3719225A1 (de)	1988-12-22	(2-cyan-2-methoximinoacetyl)-aminosaeure- derivate
EP0286970A2 (de)	1988-10-19	Alpha-Methylsulfonyl-benzaldoxim-Derivate
EP0272430A1 (de)	1988-06-29	Saccharin-Salze von substituierten Aminen
EP0286964A2 (de)	1988-10-19	Alpha-Methylsulfonyl-benzaldoximcarbamate