A new route to 1,2,4- triazoles and 1,3,4- thiadiazoles from 1-acylbithiourea

The intramolecular cyclization of 1- acylbithiourea 1 gave 1,2,4-triazole 2 and 1,3,4-thiadiazole 3 . The reaction of 1 with p-toluenesulfonyl chloride in the presence of trithylamine afforded 3 . Treatment of 1 with methyl iodide in the absence of any base yielded 2-methylthio-1,3,4-thiadiazole 10 and 2-imino- 1,3,4-thiadiazoline 12 .