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Report | Regular issue | Vol 23, No. 8, 1985, pp.1961-1967
Published online, 1st January, 1970
DOI: 10.3987/R-1985-08-1961
Aminopyrimidines and Derivatives. XVIII. Reactions of 1,6-Dihydro-4-β-D-(2’,3’,4’,6’-tetra-O-acetyl)glucopyranosylamino-2-methylthio-6-oxopyrimidine with Electrophiles

A. Sánchez Rodrigo,* M. Nogueras Montiel, J. Colmenero de la Casa, R. Asenjo Asenjo, and M. Melgarejo Sampedro

*Depto. Química Orgánica, Colegio Universitario, 23071 Jaén, Spain


Reactions of 1,6-dihydro-4-β-D-(2’,3’,4’,6’-tetra-O-acetyl)glucopyranosylamino-2-methylthio-6-oxopyrimidine with electrophiles may take place on four positions: N1-H, N3-H, C6-OH and/or C5-H. Acidic media induce electrophilic substitution on C5 and basic media on C6-OH. Neither N1 nor N3 are substituted under the above mentioned conditions.