Journal of heterocyclic chemistry

A facile synthesis of 3??substituted 2??cyanoquinazolin??4 (3H)??ones and 3??alkyl??2??cyanothieno [3, 2??d] pyrimidin??4 (3H)??ones via 1, 2, 3??dithiazoles

HS Lee, YG Chang, K Kim

文献索引：Lee, Hyi-Seung; Chang, Yong-Goo; Kim, Kyongtae Journal of Heterocyclic Chemistry, 1998 , vol. 35, # 3 p. 659 - 668

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被引用次数: 28

摘要

Abstract The reaction of methyl anthranilate with 4, 5-dichloro-1, 2, 3-dithiazolium chloride (Appel's salt) in the presence of pyridine (2 equivalents) in dichloromethane at room temperature gave methyl N-(4-chloro-5H-1, 2, 3-dithiazol-5-ylidene) anthranilate (3a)(50% yield), which reacted with sterically less hindered primary alkylamines to give directly 3-alkyl- 2-cyanoquinazolin-4 (3H)-ones 5 in moderate to good yields. With tert-butylamine, N-(2- ...