A new selective preparation of ethyl 7-aminopteridine-6- carboxylate derivatives and related compound

✍ Scribed by Yoichi Yamada; Heinosuke Yasuda; Yuichi Yoshihara; Kazue Yoshizawa

• Book ID: 102342399
• Publisher: Journal of Heterocyclic Chemistry
• Year: 1999
• Tongue: English
• Weight: 379 KB
• Volume: 36
• Category: Article
• ISSN: 0022-152X
• DOI: 10.1002/jhet.5570360534

✦ Synopsis

Abstract

A series of ethyl 7‐amino‐2,4‐dioxopteridine‐6‐carboxylates 4 and ethyl 7‐amino‐4‐oxo‐2‐thioxopteridine‐6‐carboxylates 5, of interest biologically, has been prepared in one step from the reaction of such vicinal‐diamines as 1,3‐dialkyl‐5,6‐diaminouracils 2 or 1,3‐dialkyl‐5,6‐diamino‐2‐thiouracils 3 with diethyl (E)‐2,3‐dicyanobutenedioate (1). Moreover, ethyl 3‐amino[1,2,4]triazino[2,3‐a]‐1__H__‐benzimidazole‐2‐carboxylate (11) was also obtained from the reaction between 1,2‐diamino‐1__H__‐benzimidazole (10) and 1. The structural studies of 4, 5, and 11 prepared were carried out by nmr experiments in some details.