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SYNTHESIS OF 2,4-DIOXO, 2-OXO-4-THIOXO, 4-OXO, AND "4-THIOXO-PYRIMIDINE-5-CARBONITRILES

Authors

CUADRADO MÉNDEZ, FRANCISCO JOSÉ, PEREZ, MA , SOTO, JL

External publication

No

Means

J. Chem. Soc.-Perkin Trans. 1

Scope

Article

Nature

Científica

JCR Quartile

SJR Quartile

Publication date

01/01/1984

ISI

A1984TP30200039

Abstract

Methyl N-methoxycarbonylimidates cyclized readily with 2-cyanoacetamide or 2-cyanoethanethioamide to 2,4-dioxopyrimidine-5-carbonitriles or 2-oxo-4-thioxopyrimidine-5-carbonitriles (11) and (12). In analogous reactions with alkyl N-acylimidates, 4-oxopyrimidine-5-carbonitriles or 4-thioxopyrimidine-5-carbonitrile (24) were obtained. Representatives of 4-thioxopyrimidine-5-carbonitriles (11), (24) were methylated to 4-methylthiopyrimidine-5-carbonitriles or cyclized with methyl chloroacetate to give methylthieno[2,3-d]pyrimidine-6-carboxylates.

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