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Reactivity of (2-methylsulfanyl-4-oxo-6-phenyl-4h-pyrimidin-3-yl)-acetic acid methyl ester towards hydrazine hydrate and benzylamine

✍ Scribed by Milda M. Burbuliene; Rita Dobrovolskaite; Povilas Vainilavicius

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
277 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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The title ester 1 reacted with hydrazine hydrate to give hydrazide 2, which underwent intramolecular cyclization to yield 1‐amino‐7‐phenyl‐1__H__‐imidazo[1,2‐a]pyrimidine‐2,5‐dione (3) or took place in a substitution reaction with benzylamine to form N‐benzyl‐2‐(2‐benzylamino‐4‐oxo‐6‐phenyl‐4__H__‐pyrimidin‐3‐yl)‐acetamide (4). The reaction of ester 1 with benzylamine gave corresponding amide 7, disubstituted derivative 4 or 1‐benzyl‐7‐phenyl‐1__H__‐imidazo[1,2‐a]pyrimidine‐2,5‐dione (8) depending on the reaction conditions.

📜 SIMILAR VOLUMES

Synthesis and anti-bacterial activity of
Synthesis and anti-bacterial activity of new series of 4-(substituted biphenyl-4-yl)-6-methyl-2-oxo/thioxo-1,2,3, 4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester
✍ Rahul R. Nagawade; Devanand B. Shinde 📂 Article 📅 2009 🏛 Journal of Heterocyclic Chemistry 🌐 English ⚖ 108 KB

## Abstract magnified image New series of 4‐(substituted biphenyl‐4‐yl)‐6‐methyl‐2‐oxo‐1,2,3,4‐tetrahydro‐pyrimidine‐5‐carboxylic acid ethyl ester and 4‐(substituted biphenyl‐4‐yl)‐6‐methyl‐2‐thioxo‐1,2,3,4‐tetrahydro‐pyrimidine‐5‐carboxylic acid ethyl ester has been synthesized and the structures