3‐Amino‐2‐imino‐4‐mcthyl‐2‐thiazoline, 1, underwent ring closure with ethyl formate, cyanogen bromide and carbon disulfide, giving moderate yields of 2‐substituted‐5‐methylthiazolo[ 3,2‐b ]‐1,2,4‐triazoles, II. Reaction of I‐HCl with acid anhydrides (acetic, propionie, trifluoroacetic) resulted in the formation of the corresponding II compounds, whereas other anhydrides (benzoic, perfluoropropionic, perfluorobutyric) gave high yields of 3‐aeylamido‐2‐acylimido‐4‐melhyl‐2‐thiazolines. With acid chlorides and I‐HCl, in the presence of trielhylamine, mixtures of 2‐acyl‐irnino‐3‐aniino‐4‐methyl‐2‐thiazolines and 2‐aeylimino‐3‐(diacylamido)‐4‐methyl‐2‐thiazolines are formed. Spectral characteristics are reported.
The reactions of 4,5‐dihalo‐3(2H)pyridazinones with ammonia and amines gave mixtures of 5‐amino‐4‐halo‐ and 4‐amino‐5‐halo‐3(2H)pyridazinones separated by chromatography. Structures were elucidated by means of retention values (Rf) and confirmed by independent synthesis.
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