Synthesis of methylpyridine derivatives—XXXIIIChem. Pharm. Bull.25, 203 (1977).: Phosphonylation and chlorination of methylpyridine and 3-nitro-methylpyridine derivatives |
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Authors: | Tetsuzo Kato Nobuya Katagiri Akihiro Wagai |
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Affiliation: | Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan |
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Abstract: | Novel phosphonylation of the active Me group of pyridine derivatives is described.Reaction of 2 (and 4) -methylpyridine (3 and 5) with PCl5 in POCl3 gave 2 (and 4) -trichloromethylpyridine (4 and 6). Similarly, reaction of 4 (and 6) methyl-3-nitropyridine (7 and 9) afforded the corresponding trichloromethyl derivative (8 and 10). However, the similar reaction of 2-methyl-3-nitropyridine (11) gave dichloro-(3-nitro-2-pyridyl)-methylphosphonic dichloride (12).Mechanisms of the formation of these products are discussed. |
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