SYNTHESIS OF SOME ALKYLATED ADENINES AS POTENTIAL ANTIMETABOLITES
Author(s) -
C. J. Abshire,
Louis Berlinguet
Publication year - 1964
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v64-243
Subject(s) - chemistry , bromide , alkylation , allyl bromide , halide , chloride , dimethylformamide , allyl chloride , medicinal chemistry , benzene , benzyl bromide , organic chemistry , benzyl chloride , magnesium bromide , catalysis , magnesium , solvent
Several substituted adenines and (or) their salts have been prepared by condensing adenine in dimethylformamide with the following halides: benzyl chloride, p-methylbenzyl chloride, n-propyl bromide, (3-chloropropyl) benzene, α-bromo-γ-butyrolactone, allyl bromide, and cinnamyl chloride. The reaction may be carried out in large quantities and the salts were isolated in high yields.Characterization of these compounds indicated that they are pure 3-substituted adenines with the possible exception of the allyl and the n-propyl derivatives, which may contain little, if any, of the 7- or 9-isomers.
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