Preparation of 1H-pyrazole-5-carboxamides from dilithiated C(alpha),N-phenylhydrazones and lithiated ethyl oxanilates or lithiated ethyl oxamate

Dilithiated C(alpha),N-phenylhydrazones were prepared in excess lithium diisopropylamide and condensed with either ethyl oxanilate, ethyl 4 ' -chlorooxanilate or ethyl oxamate to give intermediates that were quenched and acid cyclized to substituted 1H-pyrazole-5-carboxamides.

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Bibliographic Details
Published inJournal of heterocyclic chemistry Vol. 38; no. 3; pp. 691 - 694
Main Authors Downs, Pastine, SJ, Schady, DA, Greer, HA, Kelley, W, Embree, MC, Townsend, JD, Beam, CF
Format Journal Article
LanguageEnglish
Published HOBOKEN Wiley 01.05.2001
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
RMN
FUNGICIDES
C-13
ANALOGS
SUBSTITUTED PYRAZOLES
SERIE DES AZOLES
C(ALPHA)-DIANIONS
DERIVATIVES
C(ALPHA),N-CARBOALKOXYHYDRAZONES
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Summary:Dilithiated C(alpha),N-phenylhydrazones were prepared in excess lithium diisopropylamide and condensed with either ethyl oxanilate, ethyl 4 ' -chlorooxanilate or ethyl oxamate to give intermediates that were quenched and acid cyclized to substituted 1H-pyrazole-5-carboxamides.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.5570380325