4-(Polyalkoxyphenyl)-2-pyrrolidones

US4012495A · kind A · utility

Assignee

• SCHERING CORPORATION · US

Inventors

• Ralph Schmiechen · Berlin, DE
• Reinhard Horowski
• Dieter Palenschat
• Gert Paschelke
• Helmut Wachtel · Berlin, DE
• Wolfgang Kehr

Key dates

• Filing date: Mar 20, 1975
• Grant date: Mar 15, 1977
• Expiry date: Mar 20, 1995

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D207/26
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

4-(Polyalkoxyphenyl)-2-pyrrolidones of the formula ##STR1## wherein R.sub.1 and R.sub.2 each are hydrocarbon of up to 18 carbon atoms or alkyl of 1-5 carbon atoms substituted by halogen, OH, COOH, alkoxy, alkoxycarbonyl, carboxamido or amino or collectively are alkylene of 1-3 carbon atoms, R.sub.3 is H or OCH.sub.3, R.sub.4 is H, alkyl, aryl or acyl and X is O or S possess neuropsychotropic activity. The compounds wherein X is O are produced by saponifying and decarboxylating a corresponding 2-pyrrolidone-3-carboxylic acid alkyl ester or cyclizing a corresponding 3-phenyl-4-aminobutyric acid or alkyl ester thereof. The pyrrolidones are converted to corresponding thiopyrrolidones in a conventional manner, e.g., by reaction with phosphorous pentasulfide in the presence of base.