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Synthesis of some novel fused oxo- and thiopyrimidines via an intramolecular friedel-crafts reaction

✍ Scribed by Akbar Mobinikhaledi; Naser Foroughifar; Abdollah Javidan; Ehsan Amini

Publisher
Journal of Heterocyclic Chemistry
Year
2007
Tongue
English
Weight
216 KB
Volume
44
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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1__H__‐Indeno[1,2‐d]pyrimidine‐2,5(3__H__,9b__H__)‐dione derivatives 2(a‐i) and 2,3‐dihydro‐2‐thioxo‐1__H__‐indeno[1,2‐d]pyrimidine‐5(9b__H__)‐ones 2(j‐q) were synthesized via an intramolecular Friedel‐Crafts reaction between the aryl and ester group of ethyl 6‐methyl‐4‐aryl‐2‐oxo‐1,2,3,4‐tetrahydropyrimidine‐5‐carboxylates 1a‐i, and their thioxo analogs using AlCl~3~ and acetyl chloride in nitrobenzene. Yields of the products, after washing with THF, were of the order of 45‐69%. IR and NMR spectroscopy together with elemental analysis were used for identification of these compounds.

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