Reactions of ethyl 2-alkyl-3-oxobutanoate with thiourea and methylthiourea

J Kaválek, V Macháček, V Štěrba

Index: Kavalek, Jaromir; Machacek, Vladimir; Sterba, Vojeslav Collection of Czechoslovak Chemical Communications, 1983 , vol. 48, # 7 p. 1872 - 1877

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Abstract

Abstract The reaction of ethyl 3-oxobutanoate with N-methylthiourea in alkoxide medium gives a mixture (1: 20) of 1, 6-dimethyl-2-thiouracil and 3, 6-dimethyl-2-thiouracil: the latter isomer has been isolated from the mixture and the former isomer has been prepared by independent synthesis. Dissociation constants of ethyl 2-alkyl-3-oxobutanoates (alkyl= methyl, butyl, or isopropyl) have been measured in methanol. Reaction of these esters ...