Synthesis of methyl 3-(N'-alkylureido)-2-methyl-2-propenoates and their cyclization to 3-alkyl-5-methyluracils

M Ledvina, J Farkaš

文献索引：Ledvina, Miroslav; Farkas, Jiri Collection of Czechoslovak Chemical Communications, 1982 , vol. 47, # 2 p. 676 - 688

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被引用次数: 3

摘要

Abstract Stereoisomeric methyl 3-(N'-alkylureido)-2-methyl-2-propenoates (Ia-Id) were prepared by acid-catalyzed reaction of N-alkylureas (R= methyl, benzyl, isopropyl and tert- butyl) with methyl 3-methoxy-2-methyl-2-propenoate (III). Reaction of the ester III with N-tert- butyl-thiourea afforded the thioureides (E)-Ie and (Z)-Ie. On treatment with sodium methoxide in methanol, compounds Ia-Ic cyclized to the corresponding 3-alkyl-5-methyluracils IIa-IIc ...