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A facile synthesis of 3,5-diaminopyrazole-4-carbothioamides and 3,5-diaminopyrazole-4-carboxylates

✍ Scribed by Maria Teresa Cocco; Cenzo Congiu; Valentina Onnis; Angela Maria Bernard; Pier Paolo Piras

Publisher
Journal of Heterocyclic Chemistry
Year
1999
Tongue
English
Weight
336 KB
Volume
36
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

Simple and convenient synthesis of hitherto unknown 3,5‐diaminopyrazole‐4‐carbothioamides 3 as well as new ethyl 3,5‐diaminopyrazole‐4‐carboxylates 7 is reported. The key intermediates were 2‐cyano‐propenethioamides 2 and 2‐(ethoxycarbonyl)propenethioamides 5 which were readily obtained by reaction of phenyl isothiocyanate with 3‐(2‐acylhydrazino)‐3‐aminopropenenitriles 1 and ethyl 3‐(2‐acylhydrazino)‐3‐aminopropenoates 4 respectively. Intramolecular cyclization of compounds 2 afforded pyrazole‐4‐carbothioamides 3 while propenethioamides 5 gave pyrazole‐4‐carboxylates 7.

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