THE KOST–SAGITULLIN REARRANGEMENT IN A SERIES OF 1-ALKYL-2-(CARBAMOYLMETHYL)-4,6-DIMETHYLPYRIMIDINIUM IODIDES

Authors

  • Г. Г. Данагулян Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia, 375091 Yerevan
  • Л. Г. Саакян Institute of Organic Chemistry, National Academy of Sciences of the Republic of Armenia, 375091 Yerevan

Keywords:

2-alkylaminonicotinamide, alkylamines, nucleophiles, pyrimidinium salt, Kost–Sagitullin rearrangement

Abstract

The rearrangement of 1-alkyl-2-(carbamoylmethyl)pyrimidinium iodides into substituted 2-alkylaminonicotinamides occurring in alcoholic solutions of amines has been studied. It was shown that in the presence of water the rearrangement of 2-(carbamoylmethyl)-1,4,6-trimethylpyrimidinium iodide is accompanied by the formation of a derivative of 2-oxo-1,2-dihydronicotinic acid, and under the action of ethylamine a "rearrangement and transamination" occurs leading to 2-ethylamino-4,6-dimethylnicotinamide.

How to Cite
Danagulyan, G. G.; Sahakyan, L. G. Chem. Heterocycl. Compd. 2004, 40, 320. [Khim. Geterotsikl. Soedin. 2004, 395.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000028628.69948.b6

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Published

2004-03-25

Issue

No. 3 (2004)

Section

Original Papers