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

Article abstract of DOI:10.1002/jhet.5570250405

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 triethylamine 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.