HETEROCYCLES
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Zenichi Yoshida (1925-2023)
Zenichi Yoshida (1925-2023)
Professor. Zenichi Yoshida,
a member of the Honorary Advisors of HETEROCYCLES (1975-1998),
has passed away on May 4, 2023 at the age of 97.
I deeply express my regret over his death.
Kunio Ogasawara
Editor
May 11, 2023
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Report | Regular issue | Vol 23, No. 5, 1985, pp.1135-1141
Published online, 1st January, 1970■ New Synthesis of Pyrido[2,3-d]pyrimidines. I. Reaction of 6-Alkoxy-5-cyano-3,4-dihydro-2-pyridones with Guanidine and Cyanamide
Published online, 1st January, 1970
DOI: 10.3987/R-1985-05-1135
■ New Synthesis of Pyrido[2,3-d]pyrimidines. I. Reaction of 6-Alkoxy-5-cyano-3,4-dihydro-2-pyridones with Guanidine and Cyanamide
Pedro Victory,* Rosa Nomen, Octavio Colomina, Miquel Garriga, and Ana Crespo
*Departmento de Química Orgánica, Instituto Químico de Sarriá, Universitat de Barcelona, 08028 Barcelona, Spain
Abstract
The first step of a new synthesis of pyrido[2,3-d]pyrimidines, the substitution of the enolic alkoxyl group of 6-alkoxy-5-cyano-3,4-dihydro-2-pyridones (2) by guanidine and cyanamide is described. By this procedure a series of 2,4-diamino-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-ones (6) and 6-cyanamino-5-cyano-3,4-dihydro-2-pyridones (3) have been synthesized. Products 3 have been isolated in this work for the first time, and tautomeric equilibrium with the cyanimino form has been detected in every case.
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