FACILE SYNTHESIS OF FUNCTIONALIZED NITROENAMINES .2. RING-OPENING REACTION OF HYDRATED 1-METHYL-5-NITROPYRIMIDIN-4(1H)-ONE

Authors
NISHIWAKI N WAKAMURA E NISHIDA Y TOHDA Y ARIGA M
Citation
N. Nishiwaki et al., FACILE SYNTHESIS OF FUNCTIONALIZED NITROENAMINES .2. RING-OPENING REACTION OF HYDRATED 1-METHYL-5-NITROPYRIMIDIN-4(1H)-ONE, Heterocyclic communications, 2(2), 1996, pp. 129-134
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocyclic communications → ACNP
ISSN journal
07930283
Volume
2
Issue
2
Year of publication
1996
Pages
129 - 134
Database
ISI
SICI code
0793-0283(1996)2:2<129:FSOFN.>2.0.ZU;2-D
Abstract
Three methods for synthesis of 1-methyl-5-nitropyrimidin-4(1H)-one (<( 5a)under bar>) from 2-thiouracil (6) under bar were investigated. It w as found that the title compound (<(5a)under bar>) was readily hydrate d and ring opening reaction proceeded to give nitroenamine (<(12a)unde r bar>) possessing a N-formylcarbamoyl group. Transformation of nitroe namine (<(12a)under bar>) to polysubstituted pyridin-2(1H)-one (<(13)u nder bar>) was performed.