Abstract
The novel 1-aryl-5-(benzothiazol-2-yl)carbonyl-2-imino-1,3,4-thiadiazoles 7a-c and their selenium analogues 8a-c were prepared in high yields by coupling of 2-thiocyanatoacetylbenzothiazole 3 or its selenium analogue 4 with aromatic diazonium salts. The same products were alternatively obtained from the reaction of the hydrazonoyl bromides 2a-c with potassium thiocyanate and with potassium selenocyanate, respectively. Reactions of 7a-c and 8a-c with acetic anhydride and with benzoyl chloride afforded the corresponding N-acetyl derivatives 13a-c and 14a-c and N-benzoyl derivatives 15a-c and 16a-c, respectively.
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