TY - JOUR
T1 - Methylation reactions of 6-methylthio-8-phenylpurines
AU - Neiman, Z.
AU - Bergmann, F.
AU - Lichtenberg, D.
AU - Deutsch, J.
PY - 1971
Y1 - 1971
N2 - Methylation of 6-methylthio-8-phenylpurines with methyl iodide in an aprotic solvent always yields a single product. The mother substance and its 7- and 9-methyl derivatives are substituted at N-3; the 1-methyl analogue is attacked at N-9 and the 3-methyl isomer at N-7. The most important difference between the 8-unsubstituted and 8-phenyl series is thus found in the case of the 9-methyl derivative; the structures of the 3,9-dimethyl compounds (XIX) and (XX) are established by n.m.r. and mass spectroscopic measurements. Similarly, 9-methyl-8-phenylhypoxanthine is converted into the corresponding 3,9-dimethyl derivative, in contrast to the behaviour of the non-phenylated compound.
AB - Methylation of 6-methylthio-8-phenylpurines with methyl iodide in an aprotic solvent always yields a single product. The mother substance and its 7- and 9-methyl derivatives are substituted at N-3; the 1-methyl analogue is attacked at N-9 and the 3-methyl isomer at N-7. The most important difference between the 8-unsubstituted and 8-phenyl series is thus found in the case of the 9-methyl derivative; the structures of the 3,9-dimethyl compounds (XIX) and (XX) are established by n.m.r. and mass spectroscopic measurements. Similarly, 9-methyl-8-phenylhypoxanthine is converted into the corresponding 3,9-dimethyl derivative, in contrast to the behaviour of the non-phenylated compound.
UR - http://www.scopus.com/inward/record.url?scp=37049133706&partnerID=8YFLogxK
U2 - 10.1039/J39710001822
DO - 10.1039/J39710001822
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AN - SCOPUS:37049133706
SN - 0022-4952
SP - 1822
EP - 1829
JO - Journal of the Chemical Society C: Organic Chemistry
JF - Journal of the Chemical Society C: Organic Chemistry
ER -