✦ LIBER ✦

Efficient synthesis and dehydration reaction of trichloromethylated 2-(3-phenyl-5-hydroxy-4,5-dihydro-1H-pyrazol-1-yl)-4-aryl-5-alkylthiazoles

✍ Scribed by Helio G. Bonacorso; Mauro N. Muniz; Arci D. Wastowski; Nilo Zanatta; Marcos A. P. Martins

Publisher: John Wiley and Sons
Year: 2003
Tongue: English
Weight: 95 KB
Volume: 14
Category: Article
ISSN: 1042-7163
DOI: 10.1002/hc.10113

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✦ Synopsis

Abstract

A convenient method for the synthesis of a novel series of 11, specifically substituted, noncondensed 5,5‐bicycles 2‐[3‐phenyl‐5‐hydroxy‐5‐trichloromethyl‐4,5‐dihydro‐1H‐pyrazol‐1‐yl]‐4‐aryl‐5‐alkylthiazoles (3a–k; 65–94% yield) from the reactions of 3‐phenyl‐5‐hydroxy‐5‐trichloromethyl‐4,5‐dihydro‐1H‐1‐pyrazolethiocarboxyamide (1) with substituted 2‐bromo‐4′‐acetophenones (2a–f) and 2‐bromo‐4′‐propiophenones (2g–k) is reported. Dehydration of compounds 3a–k with a mixture of concentrated sulfuric acid/chloroform furnished the corresponding 2‐[3‐phenyl‐5‐trichloromethyl‐1H‐pyrazol‐1‐yl]‐4‐aryl‐5‐alkylthiazoles (4a–k) in good yields (61–93%). © 2003 Wiley Periodicals, Inc. Heteroatom Chem 14:132–137, 2003; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.10113

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