The chemistry of a 1,3,4-thiadiazin-6-one

Abstract

2-Dimethylamino-5-phenyl-1,3,4-thiadiazin-6-one (2), the first representative of this ring system, undergoes thermal fragmentation to yield benzonitrile, dimethylcyanamide, and 2-dimethylamino-5-phenyl-1,3,4-thiadiazole; its reaction with 1-diethylamino-propyne results in a mixture of adducts, the 1H-pyridazin-4-one (7) and the 5H-pyridazin-4-one (10).