SU518106A3 - Herbicide - Google Patents
HerbicideInfo
- Publication number
- SU518106A3 SU518106A3 SU1404402A SU1404402A SU518106A3 SU 518106 A3 SU518106 A3 SU 518106A3 SU 1404402 A SU1404402 A SU 1404402A SU 1404402 A SU1404402 A SU 1404402A SU 518106 A3 SU518106 A3 SU 518106A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- amino
- chloropyrimidine
- butylamino
- salts
- compounds
- Prior art date
Links
- 230000002363 herbicidal effect Effects 0.000 title claims description 5
- 239000004009 herbicide Substances 0.000 title claims description 4
- 241000196324 Embryophyta Species 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 240000008042 Zea mays Species 0.000 claims description 3
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 claims description 3
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims description 3
- 235000009973 maize Nutrition 0.000 claims description 3
- -1 2-amino-4-butylamino - 6 - chloropyrimidine-hydrobromide Chemical compound 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 235000005985 organic acids Nutrition 0.000 claims description 2
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 claims description 2
- 150000003230 pyrimidines Chemical class 0.000 claims description 2
- 235000016623 Fragaria vesca Nutrition 0.000 claims 1
- 240000009088 Fragaria x ananassa Species 0.000 claims 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 claims 1
- 240000005702 Galium aparine Species 0.000 claims 1
- 235000014820 Galium aparine Nutrition 0.000 claims 1
- 240000007641 Spergula rubra Species 0.000 claims 1
- 125000001475 halogen functional group Chemical group 0.000 claims 1
- 238000003306 harvesting Methods 0.000 claims 1
- 230000005080 plant death Effects 0.000 claims 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- UPVBKNZVOJNQKE-UHFFFAOYSA-N 2,6-dichloropyrimidin-4-amine Chemical class NC1=CC(Cl)=NC(Cl)=N1 UPVBKNZVOJNQKE-UHFFFAOYSA-N 0.000 description 1
- UNCQVRBWJWWJBF-UHFFFAOYSA-N 2-chloropyrimidine Chemical compound ClC1=NC=CC=N1 UNCQVRBWJWWJBF-UHFFFAOYSA-N 0.000 description 1
- HJYAXTKUKFJWBB-UHFFFAOYSA-N 6-chloro-4-n-hexylpyrimidine-2,4-diamine Chemical compound CCCCCCNC1=CC(Cl)=NC(N)=N1 HJYAXTKUKFJWBB-UHFFFAOYSA-N 0.000 description 1
- CJLHKXMIVVKVIW-UHFFFAOYSA-N 6-chloro-4-n-propylpyrimidine-2,4-diamine Chemical compound CCCNC1=CC(Cl)=NC(N)=N1 CJLHKXMIVVKVIW-UHFFFAOYSA-N 0.000 description 1
- 244000291564 Allium cepa Species 0.000 description 1
- 235000002732 Allium cepa var. cepa Nutrition 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical compound CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 241000209140 Triticum Species 0.000 description 1
- 235000021307 Triticum Nutrition 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229910052736 halogen Chemical group 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 235000012015 potatoes Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 150000004892 pyridazines Chemical class 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229940066528 trichloroacetate Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/48—Two nitrogen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth 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)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Description
(54) ГЕРБИЦИД(54) HERBICID
Изобретение относитс к новым химическим средствам дл борьбы с сорной растительностью в посевах возделываемых культурных растений.The invention relates to new chemical means for controlling weeds in crops of cultivated cultivated plants.
Известно применение в качестве гербицидов гетероциклических соединений с двум атомами азота в цикле, например производных пиридазина . Соединени этого типа эффективно уничтожают сорные растени , но недостаточно избирательны в отношении культурных растений.It is known to use heterocyclic compounds with two nitrogen atoms in a cycle, for example, pyridazine derivatives, as herbicides. Compounds of this type effectively kill weeds, but are not selective enough for cultivated plants.
Предлагаетс примен ть в качестве нового избирательного гербицида производные пиримидина общей формулы IIt is proposed to use pyrimidine derivatives of general formula I as a new selective herbicide.
тt
lA ШгlA Shg
С1C1
-К-TO
где R означает алкил с числом углеродных атомов 2-6, алкенил с числом углеродных атомов 3-6, циклоалкил, а X - водород или галоид,where R means alkyl with the number of carbon atoms 2-6, alkenyl with the number of carbon atoms 3-6, cycloalkyl, and X is hydrogen or halogen,
и/или их соли с неорганическими или органическими кислотами.and / or their salts with inorganic or organic acids.
Соединени формулы I эффективно уничтожают сорные растени в посевах кукурузы.The compounds of formula I effectively kill weeds in maize crops.
пшеницы, картофел , лука. Их можно примен ть , как до, так и после всходов растений. Эффективные дозы дл избирательной борьбы с сорной растительностью наход тс в иределах 1 -12, предпочтительно 2-6 кг/га.wheat, potatoes, onions. They can be used both before and after plant emergence. Effective doses for selective control of weed vegetation are in the range 1-12, preferably 2-6 kg / ha.
Предлагаемые соединени можно примен ть в виде обычных препаративных форм, например растворов, эмульсий, паст, порошков или суспензий, приготавливаемы.х обш,еизвестными способами.The proposed compounds can be applied in the form of conventional formulations, for example solutions, emulsions, pastes, powders or suspensions, prepared by conventional methods.
Способ получени рассматриваемых соединений формулы 1 основан на реакции соответствующих 4-амино-2,6-дихлорпиримидинов с водным раствором аммиака при 100-ISO C.The method of preparing the considered compounds of formula 1 is based on the reaction of the corresponding 4-amino-2,6-dichloropyrimidines with an aqueous solution of ammonia at 100 ISO.
Соли этих соединений получают обычной реакцией с органическими или неорганическими кислотами.Salts of these compounds are prepared by ordinary reaction with organic or inorganic acids.
Ниже представлены изученные соединени (1 -16) формулы I (и их соли).Below are the studied compounds (1-16) of formula I (and their salts).
1 2 31 2 3
66
2-амино-4-изопропиламино2-amino-4-isopropylamino
хлорпиримидин; chloropyrimidine;
- 6 2-амино-4-изопропиламино хлорпиримидин-гидрохлорид; 2-амино-4-изопропиламино - 6 - хлорииримидин-трихлор ацетат; 2-амино-4 - пропиламино - 6 - хлорпиримидин; 2-амино-4-аллиламино-6 - хлорпиримидин; 62-амино-4-изобутиламино - 6 - хлорпиримидин; 72-амино-4-амиламино - 6 - хлорпирими82-амино-4-циклогексиламино - 6 - хлорпиримидин; 92-амино-4-бутиламино - 6 - хлорпиримидин; 10 2-амино-4-гексиламино - 6 - хлорпиримидйн; И 2-амино-4-0гор - бутиламино - 6 - хлорпиримидин; 122-амино-4-изопропиламино - 5,6 - дихлорпиримидин; 132-амино-4-бто/ -бутиламино - 6 - хлорпиримидин-метилсульфонат; 142-амино-4-вгор-бутиламино - 6 - хлорпиримидин-сульфат;- 6 2-amino-4-isopropylamino chloropyrimidine hydrochloride; 2-amino-4-isopropylamino-6-chlororimidine-trichloroacetate; 2-amino-4-propylamino-6-chloropyrimidine; 2-amino-4-allylamino-6 - chloropyrimidine; 62-amino-4-isobutylamino - 6 - chloropyrimidine; 72-amino-4-amylamino-6-chloropyrim82-amino-4-cyclohexylamino-6-chloropyrimidine; 92-amino-4-butylamino - 6 - chloropyrimidine; 10 2-amino-4-hexylamino-6-chloropyrimidine; And 2-amino-4-0-gor-butylamino-6-chloropyrimidine; 122-amino-4-isopropylamino - 5.6 - dichloropyrimidine; 132-amino-4-bto / -butylamino-6-chloropyrimidine methylsulfonate; 142-amino-4-vgor-butylamino-6-chloropyrimidine sulfate;
Данные, представлены в таблице, свидетельствуют о высокой гербицидной активности соединений формулы I в отношении большого числа сорных растений и об избирательности действи в отношении культурного растени кукурузы.The data presented in the table indicate a high herbicidal activity of compounds of formula I in relation to a large number of weeds and on the selectivity of action in relation to a cultivated plant of maize.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH223469A CH512187A (en) | 1969-02-14 | 1969-02-14 | Herbicidal agent |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU518106A3 true SU518106A3 (en) | 1976-06-15 |
Family
ID=4228990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1404402A SU518106A3 (en) | 1969-02-14 | 1970-02-13 | Herbicide |
Country Status (13)
| Country | Link |
|---|---|
| AT (1) | AT301249B (en) |
| BE (1) | BE745903A (en) |
| CH (1) | CH512187A (en) |
| CS (1) | CS180561B2 (en) |
| DE (2) | DE2065629A1 (en) |
| DK (1) | DK128975B (en) |
| FR (1) | FR2031422B1 (en) |
| GB (1) | GB1294198A (en) |
| IL (1) | IL33885A (en) |
| NL (1) | NL7001629A (en) |
| RO (1) | RO57219A (en) |
| SU (1) | SU518106A3 (en) |
| ZA (1) | ZA70977B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4025515A (en) * | 1969-02-14 | 1977-05-24 | Sandoz Ltd. | 6-Chloro-2,4-diaminopyrimidines |
| FR2311776A1 (en) * | 1975-05-23 | 1976-12-17 | Sogeras | 2,4-DIAMINO-5-CHLORO-6 PYRIMIDINES AND PROCESS FOR THEIR PREPARATION |
| CH602663A5 (en) * | 1975-05-23 | 1978-07-31 | Mar Pha Etu Expl Marques | |
| US4507146A (en) * | 1982-12-28 | 1985-03-26 | Ciba-Geigy Corporation | 2,4-Diamino-6-halo-5-trifluoromethylpyrimidines having herbicidal activity |
| DE3601800A1 (en) * | 1986-01-22 | 1987-07-23 | Bayer Ag | NEW 2,4-DIAMINO-6-HALOGENALKYLPYRIMIDINE |
| DE3808739A1 (en) * | 1988-03-16 | 1989-09-28 | Bayer Ag | PYRIMIDINE DERIVATIVES |
| DE19917785A1 (en) * | 1999-04-20 | 2000-10-26 | Bayer Ag | New 2,4-diamino-pyrimidine derivatives useful as microbicides in protection of plants and materials and as herbicides |
-
1969
- 1969-02-14 CH CH223469A patent/CH512187A/en not_active IP Right Cessation
-
1970
- 1970-02-05 NL NL7001629A patent/NL7001629A/xx unknown
- 1970-02-11 DE DE2065629*A patent/DE2065629A1/en active Pending
- 1970-02-11 DE DE2006145A patent/DE2006145C3/en not_active Expired
- 1970-02-11 RO RO62439A patent/RO57219A/ro unknown
- 1970-02-12 GB GB6770/70A patent/GB1294198A/en not_active Expired
- 1970-02-12 BE BE745903D patent/BE745903A/en unknown
- 1970-02-12 DK DK69970AA patent/DK128975B/en unknown
- 1970-02-12 CS CS7000000993A patent/CS180561B2/en unknown
- 1970-02-12 FR FR707004920A patent/FR2031422B1/fr not_active Expired
- 1970-02-12 IL IL33885A patent/IL33885A/en unknown
- 1970-02-13 AT AT132670A patent/AT301249B/en not_active IP Right Cessation
- 1970-02-13 ZA ZA700977A patent/ZA70977B/en unknown
- 1970-02-13 SU SU1404402A patent/SU518106A3/en active
Also Published As
| Publication number | Publication date |
|---|---|
| FR2031422A1 (en) | 1970-11-20 |
| DK128975C (en) | 1975-02-17 |
| DK128975B (en) | 1974-08-05 |
| DE2065629A1 (en) | 1974-10-24 |
| DE2006145B2 (en) | 1975-03-27 |
| GB1294198A (en) | 1972-10-25 |
| RO57219A (en) | 1974-12-15 |
| ZA70977B (en) | 1971-09-29 |
| CS180561B2 (en) | 1978-01-31 |
| FR2031422B1 (en) | 1973-03-16 |
| BE745903A (en) | 1970-08-12 |
| DE2006145C3 (en) | 1975-11-06 |
| IL33885A0 (en) | 1970-04-20 |
| NL7001629A (en) | 1970-08-18 |
| IL33885A (en) | 1973-03-30 |
| AT301249B (en) | 1972-08-25 |
| DE2006145A1 (en) | 1970-10-29 |
| CH512187A (en) | 1971-09-15 |
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