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New succinyl-spaced pyrazoles: Regioselective synthesis of 1,4-bis[5-(trichloromethyl)-1H-pyrazol-1-yl]butane-1,4-diones

✍ Scribed by Helio G. Bonacorso; Cleber A. Cechinel; Gisele R. Paim; Marcos A. P. Martins; Nilo Zanatta; Alex F. C. Flores

Publisher: Journal of Heterocyclic Chemistry
Year: 2010
Tongue: English
Weight: 99 KB
Volume: 48
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.523

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✦ Synopsis

The facile and convenient access by a conventional procedure in ethanol as solvent to a new series of succinyl-spaced pyrazoles including 1,4-bis[5-(trichloromethyl)-5-hydroxy-4,5-dihydro-1H-pyrazol-1yl]butane-1,4-diones (64-82%) and the respective dehydrated derivatives as 1,4-bis[5-(trichloromethyl)-1H-pyrazol-1-yl]butane-1,4-diones in 57-82% yields, from the regioselective cyclocondensation reactions of 4-substituted 4-methoxy-1,1,1-trichloroalk-3-en-2-ones with succinic acid dihydrazide, where the 4-substituents are Me, Ph, 4-FC 6 H 4 , 4-ClC 6 H 4 , 4-NO 2 C 6 H 4 , 2-furyl, and 2-thienyl, is reported.

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