Collect. Czech. Chem. Commun.
1980, 45, 732-739
https://doi.org/10.1135/cccc19800732
Study of reaction of thiourea with ethyl 3-oxobutanoate
Jaromír Kaválek, Said El-Bahaie, Vladimír Macháček and Vojeslav Štěrba
Organic Chemistry Department, Institute of Chemical Technolgy, 532 10 Pardubice
Abstract
Base-catalyzed formation of 6-methyl-2-thiouracil (III) by reaction of thiourea (I) with ethyl 3-oxobutanoate (II) involves N-(3-oxobutanoyl)thiourea (XI) as the reaction intermediate. In acid medium the compounds I and II do not react. In contrast to literature data, base-catalyzed cyclization of ethyl 3-thioureido-2-butenoate (IV) does not produce the compound III, but produces 2-amino-4-methyl-6-oxo-1,3-thiazine.
