1986 Volume 59 Issue 1 Pages 179-183
Trichloroacetaldehyde tosylhydrazone acts as an excellent precursor of diazodithioacetate which is generated by treatment of the hydrazone with sulfide ion. This spontaneously cyclizes it to 5-mercapto-1,2,3-thiadiazole. The precursor also gives a 5-amino-1,2,3-triazole on reaction with an amine. α,α-Dichloro ketone tosylhydrazones similarly cyclize to give 1,2,3-thiadiazoles and 1,2,3-triazoles.
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