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Note | Regular issue | Vol 60, No. 6, 2003, pp.1461-1468
Published online, 28th April, 2003
DOI: 10.3987/COM-03-9765
Synthesis and Reactions of 4-Chloro-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile

Yutaka Azuma,* Mieko Morone, Kouki Nagayama, Yurie Kawamata, and Asuko Sato

*Tohoku Pharmaceutical University, 4-4-1 Komatsushima, Aoba-ku, Sendai 981-8558, Japan

Abstract

The chlorination of 1,2-dihydro-4-hydroxy-6-methyl-2-oxo-3-pyridinecarbonitrile (2) with a mixture of POCl3 and PCl5 in CHCl3 gave 4-chloro-1,2-dihydro-6-methyl-2-oxo-3-pyridinecarbonitrile (3) in good yield. Compound (3) reacted with alkyl- and arylamines to give the corresponding 4-alkylamino- and 4-arylamino-3-pyridinecarbonitriles (6 and 7).