Journal of the American Chemical Society

Pteridines. XVIII. A Direct Synthesis of 2-Aminopyrazine-3-carboxamides1, 2

O Vogl, EC Taylor

Index: Vogl; Taylor Journal of the American Chemical Society, 1959 , vol. 81, p. 2472

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Citation Number: 11

Abstract

Aminomalonamidamidine dihydrochloride (I) was condensed with several a, P-dicarbonyl compounds in aqueous ammonium hydroxide to give 2-aminopyrazine-3-carboxamides (11) directly and usually in satisfactory yield. Methylglyoxal and phenylglyoxal led exclusively to the corresponding 5-substituted 2-aminopyrazine-3-carboxamides (11, R'=-H). This orientation is of considerable interest, since subsequent cyclization of these intermediates ...