FACILE SYNTHESIS OF NOVEL POLYSUBSTITUTED THIOPHENE AND 1,3,4-THIADIAZOLE DERIVATIVES

3-(Benzothiazol-2-yl)-3-oxopropanenitril (1) reacts with phenylisothio cyanate in the presence of potassium hydroxide followed by addition of the hydrazonoyl bromides 2a-c to afford the novel 1,3,4-thiadiazole d erivatives 6a-c via the intermediate 4. Reaction of 4 with 2-bromoacet ylbenzothiazole (3) furnished the new polysubstituted thiophene 13. Tr eatment of the latter product with aromatic diazonium salts resulted i n the formation of 2-arylazothiophene derivatives 16a-c. A suggested m echanisms of the investigated reactions were presented. Copyright (C) 1996 Elsevier Science Ltd