JPS572272A - Preparation of n-phenylcyclopropanedicarboxylic acid imide derivative - Google Patents
Preparation of n-phenylcyclopropanedicarboxylic acid imide derivativeInfo
- Publication number
- JPS572272A JPS572272A JP7599680A JP7599680A JPS572272A JP S572272 A JPS572272 A JP S572272A JP 7599680 A JP7599680 A JP 7599680A JP 7599680 A JP7599680 A JP 7599680A JP S572272 A JPS572272 A JP S572272A
- Authority
- JP
- Japan
- Prior art keywords
- phenylcyclopropanedicarboxylic
- lower alkyl
- preparation
- acid imide
- imide derivative
- 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.)
- Pending
Links
Abstract
PURPOSE: To prepare the titled compound useful as a nonmedical fungicide, in high purity, by hydrolyzing 2-dimethylcyclopropanedicarboxylic acid di-(lower alkyl) ester with heating in the presence of 3,5-dihalogennaniline under acidic conditions.
CONSTITUTION: In the preparation of an N-phenylcyclopropanedicarboxylic acid imide derivative of formula II by the hydrolysis of 1,2-dimethylcyclopropanedicarboxylic acid di-(lower alkyl) ester of formula I (R1 and R2 are lower alkyl) under acidic conditions in water, the hydrolysis is carried out by heating at 85W120°C, pref. 90°CW the boiling point of the reaction mixture, in the presence of 3,5-dihalogenoaniline (e.g. 3,5-dichloroaniline). The raw material is a mixture of cis- and trans-isomers. Only the cis isomer is imidized, and the trans-isomer can be removed as the aqueous solution.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7599680A JPS572272A (en) | 1980-06-04 | 1980-06-04 | Preparation of n-phenylcyclopropanedicarboxylic acid imide derivative |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7599680A JPS572272A (en) | 1980-06-04 | 1980-06-04 | Preparation of n-phenylcyclopropanedicarboxylic acid imide derivative |
Publications (1)
Publication Number | Publication Date |
---|---|
JPS572272A true JPS572272A (en) | 1982-01-07 |
Family
ID=13592398
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7599680A Pending JPS572272A (en) | 1980-06-04 | 1980-06-04 | Preparation of n-phenylcyclopropanedicarboxylic acid imide derivative |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS572272A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59107071A (en) * | 1982-12-12 | 1984-06-21 | Nitto Kohki Co Ltd | Device for forming reactive vapor deposited film on outside surface of object to be treated |
JPS63105039A (en) * | 1986-10-20 | 1988-05-10 | Bridgestone Corp | Production of rubber composite material |
CN101906063A (en) * | 2010-08-13 | 2010-12-08 | 陕西亿农高科药业有限公司 | Scale synthesis process of procymidone original drug of efficient agricultural bactericide in two steps |
CN111825597A (en) * | 2020-07-27 | 2020-10-27 | 江西禾益化工股份有限公司 | Method for synthesizing procymidone |
CN114671797A (en) * | 2020-12-24 | 2022-06-28 | 北京颖泰嘉和生物科技股份有限公司 | Preparation method of procymidone |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS496121A (en) * | 1972-04-12 | 1974-01-19 | ||
JPS5283366A (en) * | 1975-12-27 | 1977-07-12 | Toyobo Co Ltd | Synthesis of 4-hydroxycarbonyl-n-(hydroxyalkyl)phthalimide |
JPS5323964A (en) * | 1976-08-12 | 1978-03-06 | Mitsubishi Chem Ind Ltd | Succinic acid imide derivatives and agricultural and horticultural fungicide containing the same |
JPS5419965A (en) * | 1977-07-12 | 1979-02-15 | Mitsubishi Chem Ind Ltd | Preparation of n-substituted phenyl-3,4,5,6-tetrahydro-phthalimide |
-
1980
- 1980-06-04 JP JP7599680A patent/JPS572272A/en active Pending
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS496121A (en) * | 1972-04-12 | 1974-01-19 | ||
JPS5283366A (en) * | 1975-12-27 | 1977-07-12 | Toyobo Co Ltd | Synthesis of 4-hydroxycarbonyl-n-(hydroxyalkyl)phthalimide |
JPS5323964A (en) * | 1976-08-12 | 1978-03-06 | Mitsubishi Chem Ind Ltd | Succinic acid imide derivatives and agricultural and horticultural fungicide containing the same |
JPS5419965A (en) * | 1977-07-12 | 1979-02-15 | Mitsubishi Chem Ind Ltd | Preparation of n-substituted phenyl-3,4,5,6-tetrahydro-phthalimide |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59107071A (en) * | 1982-12-12 | 1984-06-21 | Nitto Kohki Co Ltd | Device for forming reactive vapor deposited film on outside surface of object to be treated |
JPS6214218B2 (en) * | 1982-12-12 | 1987-04-01 | Nitto Kohki Co | |
JPS63105039A (en) * | 1986-10-20 | 1988-05-10 | Bridgestone Corp | Production of rubber composite material |
CN101906063A (en) * | 2010-08-13 | 2010-12-08 | 陕西亿农高科药业有限公司 | Scale synthesis process of procymidone original drug of efficient agricultural bactericide in two steps |
CN111825597A (en) * | 2020-07-27 | 2020-10-27 | 江西禾益化工股份有限公司 | Method for synthesizing procymidone |
CN114671797A (en) * | 2020-12-24 | 2022-06-28 | 北京颖泰嘉和生物科技股份有限公司 | Preparation method of procymidone |
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