4-Amino-3-hydrazino-5-mercapto-1,2,4-triazole explained

4-Amino-3-hydrazino-5-mercapto-1,2,4-triazole is an organic compound with the formula SC2N3H(NH2)(N2H3). The compound consists of a 1,2,4-triazole heterocycle with three functional groups: amine, thioamide and hydrazyl. X-ray crystallography shows that this molecule is polar but with a C=S double bond. It is prepared by the reaction of hydrazine with thiourea:[1]

2 SC(NH2)2 + 3 N2H4 → SC2N3H(NH2)(N2H3) + 4 NH3 + H2S

The compound has been used as a reagent for the colorimetric detection of aldehydes.[2]

References

  1. N. W. Isaacs and C. H. L. Kennard "Crystal structure of 4-amino-3-hydrazino-5-mercapto-1,2,4-triazole" J. Chem. Soc. B, 1971, 1270-1273.
  2. Hopps, Harvey B. "Purpald: a Reagent that Turns Aldehydes Purple!" Aldrichimica Acta 2000, volume 33, pp. 28-30.

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