GB1426233A - Substituted phenyl carbamates and pesticidal uses thereof - Google Patents
Substituted phenyl carbamates and pesticidal uses thereofInfo
- Publication number
- GB1426233A GB1426233A GB3001173A GB3001173A GB1426233A GB 1426233 A GB1426233 A GB 1426233A GB 3001173 A GB3001173 A GB 3001173A GB 3001173 A GB3001173 A GB 3001173A GB 1426233 A GB1426233 A GB 1426233A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- pyrocatechol
- methoxy
- treating
- prepared
- 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
Classifications
-
- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
- C07C271/06—Esters of carbamic acids
- C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
- C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C271/12—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
1426233 Substituted phenyl carbamates and pesticidal uses thereof BADISCHE ANILIN- & SODA-FABRIK AG 25 June 1973 [26 June 1972] 30011/73 Heading C2C The invention comprises compounds of Formula I wherein R<SP>1</SP> represents H or -CH 3 ; R<SP>2</SP> denotes H or C 1-6 alkyl; R<SP>3</SP> denote H, -CH 3 or C 2 H 5 or a C 1-6 alkyl group substituted with halogen, methoxy, ethoxy, methylthio or ethylthio, or acetyl; and R<SP>4</SP> denotes C 1-3 alkyl, chloroethyl or acetyl. These compounds may be prepared by reacting a phenol of Formula II wherein R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> have the above meanings with either (a) methyl isocyanate, or (b) N- methylcarbamyl chloride or N,N-dimethylcarbamyl chloride, or (c) first phosgene to form chloroformate, and then methylamine or dimethylamine. Alternatively these compounds may be prepared by reacting a carbamate of Formula III where R<SP>1</SP> has the above meanings, with either (a) an α-halo ether of Formula IV or (b) an acetal or ketal of formula where R<SP>2</SP>, R<SP>3</SP> and R<SP>4</SP> have the above meanings, in the molar ratio of 1 : 1 and in the presence of acid catalyst, or (c) a substituted vinyl ether. In Example Ia, the intermediate o-(α-methoxy- #-chloro)-ethoxyphenol is obtained by treating 1,2-dichloroethyl methyl ether with pyrocatechol, and in Example 5a, the intermediate o-(1- methoxy)-ethoxyphenol is prepared by treating pyrocatechol with methyl vinyl ether, or by treating pyrocatechol with α-chloroethyl methyl ether. The invention also comprises a pesticidal composition which contains as an active ingredient a compound according to the invention together with a solid or liquid carrier.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE2231249A DE2231249C3 (en) | 1972-06-26 | 1972-06-26 | Carbamates, processes for their preparation and pesticides containing these compounds as active ingredients |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1426233A true GB1426233A (en) | 1976-02-25 |
Family
ID=5848842
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3001173A Expired GB1426233A (en) | 1972-06-26 | 1973-06-25 | Substituted phenyl carbamates and pesticidal uses thereof |
Country Status (12)
Country | Link |
---|---|
JP (1) | JPS57282B2 (en) |
BE (1) | BE801449A (en) |
CA (1) | CA1006531A (en) |
CH (1) | CH569411A5 (en) |
DE (1) | DE2231249C3 (en) |
DK (1) | DK134662C (en) |
FR (1) | FR2192097B1 (en) |
GB (1) | GB1426233A (en) |
IL (1) | IL42564A (en) |
IT (1) | IT986217B (en) |
NL (1) | NL184159C (en) |
ZA (1) | ZA734266B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4906653A (en) * | 1987-02-27 | 1990-03-06 | Basf Aktiengesellschaft | Controlling molluscs with 2-(2-chloro-1-methoxyethoxy)-phenyl methylcarbamate |
US4931466A (en) * | 1986-07-19 | 1990-06-05 | Basf Aktiengesellschaft | Crystalline form and its preparation |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3962316A (en) | 1972-06-26 | 1976-06-08 | Basf Aktiengesellschaft | Carbamate |
DE3002603A1 (en) * | 1980-01-25 | 1981-07-30 | Basf Ag, 6700 Ludwigshafen | N-METHYL-N-TRIALKYLSILYL-CARBAMATE, METHOD FOR THE PRODUCTION THEREOF AND THEIR USE FOR CONTROLLING Pests |
DE3101956A1 (en) * | 1980-01-25 | 1981-11-26 | Basf Ag, 6700 Ludwigshafen | N-alkyl-N-trialkylsilylcarbamates, processes for their preparation, and their use for controlling pests |
GR74976B (en) * | 1980-08-13 | 1984-07-12 | Interx Research Corp | |
DE3441108A1 (en) * | 1984-11-10 | 1986-05-15 | Basf Ag, 6700 Ludwigshafen | METHOD FOR PRODUCING O- (1-METHOXY-2-CHLORINE) -ETHOXYPHENYL-N-METHYLCARBAMATE |
PT2564698T (en) | 2009-03-25 | 2016-08-12 | Bayer Cropscience Ag | Nematicidal agent combinations comprising fluopyram and bacillus firmus |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1484502A (en) * | 1965-06-25 | 1967-06-09 | Agripat Sa | New esters of carbamic acids and their preparation |
CH489199A (en) * | 1967-11-10 | 1970-04-30 | Ciba Geigy | Pesticides |
-
1972
- 1972-06-26 DE DE2231249A patent/DE2231249C3/en not_active Expired
-
1973
- 1973-06-13 CH CH855073A patent/CH569411A5/xx not_active IP Right Cessation
- 1973-06-19 CA CA174,385A patent/CA1006531A/en not_active Expired
- 1973-06-20 IL IL42564A patent/IL42564A/en unknown
- 1973-06-21 NL NLAANVRAGE7308653,A patent/NL184159C/en active Search and Examination
- 1973-06-25 ZA ZA734266A patent/ZA734266B/en unknown
- 1973-06-25 GB GB3001173A patent/GB1426233A/en not_active Expired
- 1973-06-25 IT IT51027/73A patent/IT986217B/en active
- 1973-06-25 DK DK350073A patent/DK134662C/en not_active IP Right Cessation
- 1973-06-26 BE BE132727A patent/BE801449A/en not_active IP Right Cessation
- 1973-06-26 JP JP7137473A patent/JPS57282B2/ja not_active Expired
- 1973-06-26 FR FR7323218A patent/FR2192097B1/fr not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4931466A (en) * | 1986-07-19 | 1990-06-05 | Basf Aktiengesellschaft | Crystalline form and its preparation |
US4906653A (en) * | 1987-02-27 | 1990-03-06 | Basf Aktiengesellschaft | Controlling molluscs with 2-(2-chloro-1-methoxyethoxy)-phenyl methylcarbamate |
Also Published As
Publication number | Publication date |
---|---|
IT986217B (en) | 1975-01-20 |
NL7308653A (en) | 1973-12-28 |
DK134662B (en) | 1976-12-20 |
FR2192097A1 (en) | 1974-02-08 |
CH569411A5 (en) | 1975-11-28 |
CA1006531A (en) | 1977-03-08 |
NL184159B (en) | 1988-12-01 |
IL42564A0 (en) | 1973-08-29 |
DE2231249C3 (en) | 1981-10-22 |
AU5715073A (en) | 1975-01-09 |
DK134662C (en) | 1977-06-27 |
ZA734266B (en) | 1974-06-26 |
BE801449A (en) | 1973-12-26 |
NL184159C (en) | 1989-05-01 |
IL42564A (en) | 1977-06-30 |
DE2231249B2 (en) | 1981-01-22 |
DE2231249A1 (en) | 1974-01-17 |
JPS57282B2 (en) | 1982-01-06 |
FR2192097B1 (en) | 1978-02-17 |
JPS4948833A (en) | 1974-05-11 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed [section 19, patents act 1949] | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19930624 |