JPS572270A - Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acid - Google Patents
Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acidInfo
- Publication number
- JPS572270A JPS572270A JP7682780A JP7682780A JPS572270A JP S572270 A JPS572270 A JP S572270A JP 7682780 A JP7682780 A JP 7682780A JP 7682780 A JP7682780 A JP 7682780A JP S572270 A JPS572270 A JP S572270A
- Authority
- JP
- Japan
- Prior art keywords
- methyl
- toluoyl
- acetic acid
- formula
- compound
- 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.)
- Granted
Links
Abstract
PURPOSE: To prepare the titled compound useful as an analgesic and antiphlogistic agent, in high yield, by heating 1-methyl-5-(p-toluoyl)-3-carboxypyrrole-2-acetic acid (novel compound) in the presence of a base.
CONSTITUTION: p-Toluoyl chloride of formula III is made to react with 1-methyl- 3-ethoxy-carbonylpyrrole-2-acetic acid ethyl ester in a solvent such as ethylene chloride in the presence of a Lewis acid such as AlCl3 at 0W90°C, and the resulted compound of formula V is hydrolyzed, e.g. by heating in a solvent such as hydrated ethanol in the presence of a base such as KOH to obtain 1-methyl-5-(p-toluoyl)- 3-carboxypyrrole-2-acetic acid of formula II which is a novel compound. The novel compound of formula II is converted to the objective compound of formula I by heating at 180W200°C for 1W4hr under pressure in the presence of a base such as aqueous ammonia, triethylamine, etc.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7682780A JPS572270A (en) | 1980-06-06 | 1980-06-06 | Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acid |
CA000379120A CA1151187A (en) | 1980-06-06 | 1981-06-05 | Process for preparing 1-methyl-5-(p-toluoyl)pyrrole-2- acetic acid |
AT253581A AT374794B (en) | 1980-06-06 | 1981-06-05 | METHOD FOR PRODUCING 1-METHYL-5 (P-TOLUOYL) -PYRROL-2-ACETIC ACID |
AT265783A AT375343B (en) | 1980-06-06 | 1983-07-20 | METHOD FOR PRODUCING THE NEW 1-METHYL-5 (P-TOLUOYL) -3-CARBOXYPYRROL-2-ACETIC ACID |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP7682780A JPS572270A (en) | 1980-06-06 | 1980-06-06 | Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acid |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS572270A true JPS572270A (en) | 1982-01-07 |
JPH0135825B2 JPH0135825B2 (en) | 1989-07-27 |
Family
ID=13616503
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP7682780A Granted JPS572270A (en) | 1980-06-06 | 1980-06-06 | Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acid |
Country Status (3)
Country | Link |
---|---|
JP (1) | JPS572270A (en) |
AT (1) | AT374794B (en) |
CA (1) | CA1151187A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0230110A1 (en) * | 1985-11-30 | 1987-07-29 | FISONS plc | Pharmacologically active pyrrole and pyrazole derivatives |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4947752A (en) * | 1972-03-24 | 1974-05-09 |
-
1980
- 1980-06-06 JP JP7682780A patent/JPS572270A/en active Granted
-
1981
- 1981-06-05 CA CA000379120A patent/CA1151187A/en not_active Expired
- 1981-06-05 AT AT253581A patent/AT374794B/en not_active IP Right Cessation
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS4947752A (en) * | 1972-03-24 | 1974-05-09 |
Also Published As
Publication number | Publication date |
---|---|
CA1151187A (en) | 1983-08-02 |
ATA253581A (en) | 1983-10-15 |
JPH0135825B2 (en) | 1989-07-27 |
AT374794B (en) | 1984-05-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JPS572270A (en) | Preparation of 1-methyl-5- p-toluoyl pyrrole-2-acetic acid | |
JPS53137908A (en) | Syntheses of monochloropinacolone and cyanopinacolone | |
JPS53144503A (en) | Preparation of aldehyde | |
JPS55122758A (en) | Racemization of l-alpha-methyl-beta-acylthiopropionic acid | |
JPS5289681A (en) | Preparation of aracytidine -5# phosphoric acid ester derivatives | |
JPS5428390A (en) | Preparation of modified polyvinyl alcohol-type polymer | |
JPS5742643A (en) | 6,10,14,18-tetramethyl-5,9,13,17-nonadecatetraene-2-ol | |
JPS5430156A (en) | Synthesis of benzamide derivative | |
JPS5428389A (en) | Preparation of modified polyvinyl alcohol-type polymer | |
JPS52106857A (en) | Preparation of 1,3-disubstituted-2-azetidinones | |
JPS5466652A (en) | O-(2,6-dichloroanilino)-alpha-hydroxyphenylacetic acid | |
JPS5620544A (en) | Preparation of ethylene glycol monoethyl ether acetate | |
JPS5412369A (en) | Preparation of thienylacetic acid | |
JPS5441869A (en) | 1-methylsulfinyl-1-methylthio-2-(n-alkylpyrrolyl-2)- ethylene | |
JPS5419950A (en) | Synthetic method of methylenebisbenzophenone derivative | |
JPS53127471A (en) | Preparation of urocanic acid ethyl ester | |
JPS5242807A (en) | Process for preparation of alkyleneglycol | |
JPS53143691A (en) | Preparation of modified saponified vinyl ester polymer | |
JPS5683453A (en) | Novel preparation of 1- o-propenylphenoxy -2-hydroxy-3- isopropylaminopropane | |
JPS55108883A (en) | Ethyl-(gamma-acetamino-gamma-ethoxycarbonyl-gamma-cyanopropyl- methyl) phosphinate and its preparation | |
JPS5283417A (en) | Preparation of ester-group-containing fluorocarbon ether derivatives | |
JPS54138575A (en) | Preparation of isoquinoline alcohols | |
JPS56169653A (en) | Preparation of 7- 3-isopropylamino-2-hydroxypropoxy indene | |
JPS5640638A (en) | Preparation of pyruvic acid | |
JPS5315374A (en) | Preparation of urocanic acid |