N-substituted derivatives of 3-carboxamide and 3-thiocarboxamide

USRE29225E · kind E · reissue

Assignee

• THE DOW CHEMICAL COMPANY · US

Inventors

• Albertha M. Paul nee Albertha B. Mitchell · Holliston, US
• Charles E. Moppett · Mystic, US

Key dates

• Filing date: Jan 15, 1976
• Grant date: May 17, 1977
• Expiry date: Jan 15, 1996

Classification

• Technology area (CPC —): General

Abstract

Compounds of the formula ##STR1## WHERE X represents O or S and R represents lower alkyl, cycloalkyl, phenyl or substituted phenyl wherein the substituents are selected from lower alkyl, lower alkoxy, halo and sulfonyl. The compounds are prepared by reacting the .[.carbinolamine.]. .Iadd.ring-opened intermediate,.Iaddend.obtained by reacting cis-1-(3-chloro-2-propenyl)-3,5,7-triaza-1-azoniatricyclo (3,3,1,1.sup.3,7) decane chloride with excess aqueous sodium hydroxide, with an equivalent amount of a corresponding R isocyanate or R isothiocyanate at a low temperature to give the substituted urea or thiourea product. The compounds have antimicrobial activity.