REACTION OF ACETYLENEDICARBOXYLIC ACIDS ESTERS WITH 4,5-DIHYDRO-1<i>H</i>-PYRAZOLE-1-CARBOTHIOAMIDES AND 3,4,5,6-TETRAHYDRO-2<i>H</i>-1,2,4-TRIAZEPINE-3-THIONES

Abstract

The reactions of dimethyl acetylenecarboxylate with 3,4,5,6‑tetrahydro‑2H‑1,2,4‑triazepine‑3‑thiones and 4,5‑dihydro‑1H‑pyrazole‑1‑carbothioamides are convenient methods for the synthesis of 7,8‑dihydrothiazolo[3,2‑b][1,2,4]triazepin‑3‑ones derivatives and methyl esters of (2Z)-[2-(4,5-dihydro-1H-pyrazol-1-yl)-4-oxo-1,3-thiazol-5(4H)-ylidene]acetic acids, respectively. The reaction of methyl propynoates with 4,5-dihydro-1H-pyrazole-1-carbothioamides or with 5,5,7-trimethyl-2,4,5,6-tetrahydro-3H‑1,2,4‑triazepine‑3‑thione gives 2‑(4,5‑dihydro-1H‑pyrazol‑1‑yl)-4H‑1,3‑thiazin‑4‑ones.

Authors: A. Danilkina, L. E. Mikhaylov, and B. A. Ivin

English Translation in Chemistry of Heterocyclic Compounds, 2011, 47 (7), pp 886-900

http://link.springer.com/article/10.1007/s10593-011-0850-9