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Reaction of 5-aryl-3-chloro-4-phenyl-1,2,4-triazoles (1 & 2) with hydrazine hydrate afforded the hydrazino derivatives 3 and 4. Reaction of 3 and 4 with carboxylic acids, CS2 and phenylisothiocyanate gave the s-triazole-fused ring systems 5–12. On the other hand, reaction of 3 and 4 with nitrous acid gave tetrazole-fused ring systems 13 and 14, respectively. Mannich reaction on compounds 9 and 10 afforded Mannich bases 15 and 16.
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