GB1207788A - Phenyl ketoxime carbamates and their use as herbicides - Google Patents
Phenyl ketoxime carbamates and their use as herbicidesInfo
- Publication number
- GB1207788A GB1207788A GB1968869A GB1968869A GB1207788A GB 1207788 A GB1207788 A GB 1207788A GB 1968869 A GB1968869 A GB 1968869A GB 1968869 A GB1968869 A GB 1968869A GB 1207788 A GB1207788 A GB 1207788A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- alkyl
- phenyl
- group
- phosgene
- 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
- -1 Phenyl ketoxime carbamates Chemical class 0.000 title abstract 3
- 239000004009 herbicide Substances 0.000 title 1
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- GQRRPFNMMZYOEM-UHFFFAOYSA-N (1-phenylethylideneamino) carbonochloridate Chemical compound ClC(=O)ON=C(C)C1=CC=CC=C1 GQRRPFNMMZYOEM-UHFFFAOYSA-N 0.000 abstract 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical group OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 230000002363 herbicidal effect Effects 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- DNYZBFWKVMKMRM-UHFFFAOYSA-N n-benzhydrylidenehydroxylamine Chemical compound C=1C=CC=CC=1C(=NO)C1=CC=CC=C1 DNYZBFWKVMKMRM-UHFFFAOYSA-N 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
- C07F9/40—Esters thereof
- C07F9/4003—Esters thereof the acid moiety containing a substituent or a structure which is considered as characteristic
- C07F9/4006—Esters of acyclic acids which can have further substituents on alkyl
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1,207,788. Phenyl ketoxime carbamates. SHELL INTERNATIONALE RESEARCH MAATSCHAPPIJ. N.V. 17 April, 1969, No. 19688/69. Heading C2C. [Also in Division A5] The invention comprises compounds wherein R 1 represents a phenyl group optionally substituted by one or more halogen atoms or alkyl, hydroxy, alkoxy, nitro or substituted carbamoyl groups; R 2 represents an optionally substituted alkyl, cycloalkyl or phosphonate group; and R 3 and R 4 each represents an alkyl or alkenyl group or together with the nitrogen atom of the carbamate group jointly represent a heterocyclic ring system. They are prepared by reacting the appropriate phenyl ketoxime with either a base and a carbamoyl halide of formula R 3 R 4 N.CO.Hal or with phosgene and an amine of formula R 3 R 4 NH. Acetophenone chloroformyloxime is prepared by reacting acetophenone with phosgene. The compounds of Formula I have herbicidal activity.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1968869A GB1207788A (en) | 1969-04-17 | 1969-04-17 | Phenyl ketoxime carbamates and their use as herbicides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1968869A GB1207788A (en) | 1969-04-17 | 1969-04-17 | Phenyl ketoxime carbamates and their use as herbicides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1207788A true GB1207788A (en) | 1970-10-07 |
Family
ID=10133549
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1968869A Expired GB1207788A (en) | 1969-04-17 | 1969-04-17 | Phenyl ketoxime carbamates and their use as herbicides |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1207788A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2808317A1 (en) * | 1977-03-02 | 1978-09-07 | Ciba Geigy Ag | PLANT GROWTH-PROMOTING AND PLANT-PROTECTING AGENTS ON THE BASIS OF OXIMAETHERS AND ESTERS |
| EP0079537A1 (en) * | 1981-11-10 | 1983-05-25 | Hoechst Aktiengesellschaft | Carbamoyl oximes, process for their preparation and their use as herbicides |
| US4426221A (en) | 1980-01-14 | 1984-01-17 | Ciba-Geigy Corporation | Oxime carbamates for the protection of cultivated crops |
| US4451286A (en) * | 1977-03-02 | 1984-05-29 | Ciba-Geigy Corporation | Compositions, which influence plant growth and protect plants based on oxime ethers and oxime esters |
| US4453969A (en) * | 1980-01-14 | 1984-06-12 | Ciba-Geigy Corporation | Thienylglyoxylonitrile oximino phenylcarbamates for the protection of crops against injury by herbicides |
| US4453974A (en) * | 1980-01-14 | 1984-06-12 | Ciba-Geigy Corporation | Phenyl- and naphthyl-glyoxylonitrile oximino carbamates for the protection of crops against injury by herbicides |
| US4456468A (en) * | 1980-01-14 | 1984-06-26 | Ciba-Geigy Corporation | Aminoglyoxylonitrile oximiro carbamates for the protection of crops against injury by herbicides |
| US4475945A (en) * | 1980-01-14 | 1984-10-09 | Ciba-Geigy Corporation | Aminoglyoxyloitrile oximino carboxylic acid esters and thio esters for the protection of crops against injury by herbicides |
| US4652666A (en) * | 1984-07-20 | 1987-03-24 | Hoechst Aktiengesellschaft | α-acyloximino-alkane-phosphonic (and -phosphinic) acid esters |
| US5041663A (en) * | 1982-05-06 | 1991-08-20 | Ciba-Geigy Corporation | Novel oxime ethers, the preparation thereof, compositions containing them and the use thereof |
-
1969
- 1969-04-17 GB GB1968869A patent/GB1207788A/en not_active Expired
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2808317A1 (en) * | 1977-03-02 | 1978-09-07 | Ciba Geigy Ag | PLANT GROWTH-PROMOTING AND PLANT-PROTECTING AGENTS ON THE BASIS OF OXIMAETHERS AND ESTERS |
| US4451286A (en) * | 1977-03-02 | 1984-05-29 | Ciba-Geigy Corporation | Compositions, which influence plant growth and protect plants based on oxime ethers and oxime esters |
| US4426221A (en) | 1980-01-14 | 1984-01-17 | Ciba-Geigy Corporation | Oxime carbamates for the protection of cultivated crops |
| US4453969A (en) * | 1980-01-14 | 1984-06-12 | Ciba-Geigy Corporation | Thienylglyoxylonitrile oximino phenylcarbamates for the protection of crops against injury by herbicides |
| US4453974A (en) * | 1980-01-14 | 1984-06-12 | Ciba-Geigy Corporation | Phenyl- and naphthyl-glyoxylonitrile oximino carbamates for the protection of crops against injury by herbicides |
| US4456468A (en) * | 1980-01-14 | 1984-06-26 | Ciba-Geigy Corporation | Aminoglyoxylonitrile oximiro carbamates for the protection of crops against injury by herbicides |
| US4475945A (en) * | 1980-01-14 | 1984-10-09 | Ciba-Geigy Corporation | Aminoglyoxyloitrile oximino carboxylic acid esters and thio esters for the protection of crops against injury by herbicides |
| EP0079537A1 (en) * | 1981-11-10 | 1983-05-25 | Hoechst Aktiengesellschaft | Carbamoyl oximes, process for their preparation and their use as herbicides |
| US5041663A (en) * | 1982-05-06 | 1991-08-20 | Ciba-Geigy Corporation | Novel oxime ethers, the preparation thereof, compositions containing them and the use thereof |
| US4652666A (en) * | 1984-07-20 | 1987-03-24 | Hoechst Aktiengesellschaft | α-acyloximino-alkane-phosphonic (and -phosphinic) acid esters |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |