4-(Polyalkoxy phenyl)-2-pyrrolidones

US4193926A · 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: Feb 18, 1976
• Grant date: Mar 18, 1980
• Expiry date: Feb 18, 1996

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 at least one being other than methyl, a heterocyclic ring, or alkyl of 1-5 carbon atoms substituted by halogen, OH, COOH, alkoxy, alkoxycarbonyl or an amino group; R' is H, alkyl, aryl or acyl; and X is O or S; possess neuropsychotropic activity. The compounds wherein X is O can be produced by saponifying and decarboxylating a corresponding 2-pyrrolidone-3-carboxylic acid alkyl ester or cyclizing a corresponding 3-phenyl-4-amino-butyric acid or alkyl ester thereof. The pyrrolidones can be converted to the corresponding thiopyrrolidones by reaction with phosphorous pentasulfide in the presence of base.