GB1341596A - Substituted uretidine-2,4-diones and their use as herbicides - Google Patents
Substituted uretidine-2,4-diones and their use as herbicidesInfo
- Publication number
- GB1341596A GB1341596A GB1745571A GB1745571A GB1341596A GB 1341596 A GB1341596 A GB 1341596A GB 1745571 A GB1745571 A GB 1745571A GB 1745571 A GB1745571 A GB 1745571A GB 1341596 A GB1341596 A GB 1341596A
- Authority
- GB
- United Kingdom
- Prior art keywords
- radical
- substituted
- diones
- formula
- uretidine
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 239000004009 herbicide Substances 0.000 title 1
- -1 p-chlorophenoxy, 2-benzothiazolyl Chemical group 0.000 abstract 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 2
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 150000003254 radicals Chemical class 0.000 abstract 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 1
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- HZVOZRGWRWCICA-UHFFFAOYSA-N methanediyl Chemical compound [CH2] HZVOZRGWRWCICA-UHFFFAOYSA-N 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000002868 norbornyl group Chemical group C12(CCC(CC1)C2)* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920006395 saturated elastomer Polymers 0.000 abstract 1
- 125000004001 thioalkyl group Chemical group 0.000 abstract 1
- 150000003672 ureas Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D229/00—Heterocyclic compounds containing rings of less than five members having two nitrogen atoms as the only ring hetero atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
1341596 Substituted uretidine-2,4-diones BADISCHE ANILIN- & SODA-FABRIK AG 27 May 1971 [4 June 1970] 17455/71 Heading C2C Novel uretidine-2,4-diones of the formula wherein R is (C 1 -C 4 ) alkyl and R<SP>1</SP> is p-chlorophenoxy, 2-benzothiazolyl or a radical of the formula wherein R<SP>2</SP> and R<SP>3</SP> are hydrogen, halogen, (C 1 - C 4 ) alkyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) thioalkyl, haloalkylmesyl, cyano, N,N-dimethylsulphamoyl, 4<SP>1</SP>-chlorophenoxy, or R<SP>3</SP> is an alkylcarbamoyloxy radical of the formula wherein R<SP>4</SP> is hydrogen and R<SP>5</SP> is a (C 1 -C 9 ) aliphatic hydrocarbon radical optionally substituted by chlorine, bromine, phenyl, cyclohexyl, norbornyl, (C 1 -C 4 ) alkoxy, (C 1 -C 4 ) alkylthio, cyclohexylthio, phenylthio, benzylthio or (C 1 -C 4 ) alkoxycarbonyl, or R<SP>5</SP> is a cyclohexyl radical, any of the monocyclic radicals represented by R<SP>5</SP> optionally being substituted by one or two methyl groups, or, if saturated, optionally being bridged by a methylene radical, may be prepared by reacting an allophanyl chloride with an acid binding agent. The allophanyl chloride is suitably obtained by reacting an NN<SP>1</SP>-disubstituted urea with phosgene. The novel compounds possess herbicidal properties.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702027345 DE2027345A1 (en) | 1970-06-04 | 1970-06-04 | Substituted uretidine 2,4 diones and their use as herbicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1341596A true GB1341596A (en) | 1973-12-25 |
Family
ID=5772949
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1745571A Expired GB1341596A (en) | 1970-06-04 | 1971-05-27 | Substituted uretidine-2,4-diones and their use as herbicides |
Country Status (16)
| Country | Link |
|---|---|
| AT (1) | AT306431B (en) |
| BE (1) | BE768051A (en) |
| CA (1) | CA997359A (en) |
| CH (1) | CH551747A (en) |
| CS (1) | CS167315B2 (en) |
| DE (1) | DE2027345A1 (en) |
| DK (1) | DK130331B (en) |
| FR (1) | FR2095934A5 (en) |
| GB (1) | GB1341596A (en) |
| HU (1) | HU162537B (en) |
| IT (1) | IT942114B (en) |
| NL (1) | NL7107510A (en) |
| PL (1) | PL77260B1 (en) |
| SE (1) | SE390021B (en) |
| SU (1) | SU550956A3 (en) |
| ZA (1) | ZA713416B (en) |
-
1970
- 1970-06-04 DE DE19702027345 patent/DE2027345A1/en active Pending
-
1971
- 1971-05-26 SE SE7106820A patent/SE390021B/en unknown
- 1971-05-26 ZA ZA713416A patent/ZA713416B/en unknown
- 1971-05-27 GB GB1745571A patent/GB1341596A/en not_active Expired
- 1971-05-27 IT IT50635/71A patent/IT942114B/en active
- 1971-05-31 CS CS3964A patent/CS167315B2/cs unknown
- 1971-06-01 CA CA114,590A patent/CA997359A/en not_active Expired
- 1971-06-01 NL NL7107510A patent/NL7107510A/xx unknown
- 1971-06-02 HU HUBA2593A patent/HU162537B/hu unknown
- 1971-06-03 BE BE768051A patent/BE768051A/en unknown
- 1971-06-03 AT AT479671A patent/AT306431B/en not_active IP Right Cessation
- 1971-06-03 SU SU1667792A patent/SU550956A3/en active
- 1971-06-03 DK DK269771AA patent/DK130331B/en unknown
- 1971-06-03 PL PL1971148592A patent/PL77260B1/xx unknown
- 1971-06-04 CH CH815371A patent/CH551747A/en not_active IP Right Cessation
- 1971-06-04 FR FR7120327A patent/FR2095934A5/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| CA997359A (en) | 1976-09-21 |
| SU550956A3 (en) | 1977-03-15 |
| CH551747A (en) | 1974-07-31 |
| NL7107510A (en) | 1971-12-07 |
| DE2027345A1 (en) | 1971-12-16 |
| PL77260B1 (en) | 1975-04-30 |
| HU162537B (en) | 1973-03-28 |
| SE390021B (en) | 1976-11-29 |
| DK130331C (en) | 1975-07-07 |
| IT942114B (en) | 1973-03-20 |
| DK130331B (en) | 1975-02-10 |
| FR2095934A5 (en) | 1972-02-11 |
| CS167315B2 (en) | 1976-04-29 |
| AT306431B (en) | 1973-04-10 |
| BE768051A (en) | 1971-12-03 |
| ZA713416B (en) | 1972-02-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |