Synthetic Communications®

N-Alkylation of 2, 6-Dichloropurine Hydrochloride with a Variety of Alcohols over Alumina Catalyst

H Tumma, N Nagaraju, KV Reddy

Index: Tumma, Harikrishna; Nagaraju; Reddy, K. Vijayakumar Synthetic Communications, 2010 , vol. 40, # 12 p. 1856 - 1866

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Citation Number: 2

Abstract

2, 6-Dichloropurine hydrochloride reacts with various types of alcohols using different alumina catalysts and converts into its N-9-alkyl-2-chloro-6-hydroxy-9H-purine products to an extent of 49–74%. The product selectivity depends on the stability of carbocation generated from the alcohol. More stable carbocation formulates both N-7 and N-9-alkyl-2, 6- dichloropurine products, whereas the less stable carbocation results in exclusively N-9- ...