Studies on Seven-membered Ring Compounds. XIX. Reactions of Troponeimine Derivatives. (1)

Abstract

Reactions of 2-methoxytroponeimines were examined. Reactions with amines afforded 2-aminotroponeimine derivatives, including N-nonsubstituted and N-substituted derivatives. The reactions of the former products with ethyl chloroformate gave 1-substituted cycloheptimidazol-2(1H)-ones (VIII), whereas similar reaction on a latter gave 2-oxocycloheptimidazolium derivative (IX). Reactions of benzamidine, cyanamide, guanidine and their derivatives with 2-methoxytroponeimines afforded cycloheptimidazole derivatives (X∼XIII). Reactions 2-methoxytroponeimines with hydrogen sulfide afforded 2-aminotroponethiones (XVI) and the reaction with ethyl mercaptane afforded 2-ethylthioroponeimine (XVII).