Studies on Pyrimidine Derivatives. XXXII. Reaction of 4-Substituted 2, 6-Dimethylpyrimidine 1-Oxides with Phosphoryl Chloride

TAKAO SAKAMOTO; HIROSHI YOSHIZAWA; SOHICHI KANEDA; YOSHIAKI HAMA; HIROSHI YAMANAKA

doi:10.1248/cpb.31.4533

Studies on Pyrimidine Derivatives. XXXII. Reaction of 4-Substituted 2, 6-Dimethylpyrimidine 1-Oxides with Phosphoryl Chloride

TAKAO SAKAMOTO, HIROSHI YOSHIZAWA, SOHICHI KANEDA, YOSHIAKI HAMA, HIROSHI YAMANAKA

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Keywords: substituent effect

JOURNAL FREE ACCESS

1983 Volume 31 Issue 12 Pages 4533-4538

DOI https://doi.org/10.1248/cpb.31.4533

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Abstract

The reaction of 2, 6-dimethyl-4-phenylpyrimidine 1-oxide with phosphoryl chloride gave 4-chloromethyl-2-methyl-6-phenylpyrimidine exclusively. In contrast, 2, 6-dimethyl-4-methoxypyrimidine 1-oxide and 2, 6-dimethyl-4-dimethylaminopyrimidine 1-oxide reacted with the same reagent to give the corresponding 2-chloromethylpyrimidines predominantly.

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