Isothiazoles. Part XI. Carbinols, aryl ketones, and aminomethyl derivatives of isothiazoles

Abstract

Previous work on aryl and hydroxymethyl isothiazoles has been extended and some aroyl isothiazoles and the corresponding secondary alcohols have been prepared. Primary alcohols were obtained by reduction of the known formyl compounds, and secondary alcohols by reactions of Grignard or lithium derivatives with aldehydes.

Aroyl derivatives were prepared by lithium or Grignard reactions from the appropriate nitriles, acid chlorides, or acyl imidazoles, or by oxidation of the secondary alcohols referred to above.

The alcohols were converted by reaction of the corresponding chloro-compounds with amines into aminomethylisothiazoles of potential pharmacological interest. The latter were also prepared in some cases by reduction of the Schiff bases of isothiazole aldehydes.