The use of acetic anhydride as a general cyclizing agent for 4,5-diaminopyrimidines has been investigated. A number of new S-methylpurines have been prepared.The anti-tumor activity exhibited by certain 6-substituted purine^^-^ prompted the synthesis of several 8-methyl-6-substituted purines as homologs for anti-tumor testing. Several 8-methylpurines have previously been reported5-*. From earlier work616 it appeared that cyclization of the requisite 4,5-diaminopyrimidine with acetic anhydride might serve as a good general method of preparation of the desired compounds.I n the present work a general study has been made utilizing acetic anhydride as a cyclizing agent in the preparation of new 8-methylpurines.The synthesis of 6-hydroxy-8-methylpurine (11, R = H) from 4,5-diamino-6-hydroxypyrimidine (I, R = H)9 and acetic anhydride was accomplished in an over-all yield of 70%. Similarly, 4,5-diamino-6-hydroxy-2-pyrimidinethiol (I, R = SH) lo gave 6-hydroxy-8-methyl-2-purinethiol(II, R = SH), and 4,5-diamino-6-hydroxy-2-methylthiopyrimidine (I, R = CH3S) l1 gave 6-hydroxy-8-methyl-2-methylthiopurine (11, R = CH3S). The latter compound, 11, R = CHSS, was also prepared by the methylation of 6-hydroxy-8-methyl-2-purinethiol (11, R = SH). When an attempt wa~s made to cyclize 4,5-(1) This work was aided in part by a research grant from
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