ALKYLATION OF 3-CYANO-4-METHOXYMETHYL-6-METHYL-2(1H)-PYRIDONE BY ACTIVE HALOMETHYLENE COMPOUNDS. THE MOLECULAR STRUCTURE OF 3-AMINO-2-BENZOYL-4-METHOXYMETHYL-6-METHYLFURO[2,3-<i>b</i>]PYRIDINE

Authors

  • Е. А. Кайгородова Kuban State Technological University, Krasnodar 350072
  • В. К. Василин Kuban State Technological University, Krasnodar 350072
  • Е. А. Сидорова Kuban State Technological University, Krasnodar 350072
  • В. Е. Заводник Kuban State Technological University, Krasnodar 350072
  • Г. Д. Крапивин Kuban State Technological University, Krasnodar 350072

Keywords:

2-aroylmethoxy-3-cyanopyridines, furo[2, 3-b]pyridine, 3-cyano-2(1H)-pyridones, alkylation, molecular structure

Abstract

The alkylation of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-pyridone by active halomethylene compounds has been studied. It was shown that the reaction of the pyridone with methyl- and ethylchloroacetates and phenacyl and p-bromophenacyl bromides occurs to give N- and O-structural isomers. Only the N-derivatives are separated from the reaction mixture when the pyridone is alkylated with iodoacetamide. It was found that 2-aroylmethyl-3-cyano-4-methoxymethyl-6-methylpyridines cyclize in the presence of KOH to 3-amino-2-aroyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridines. The molecular structure of 3-amino-2-benzoyl-4-methoxymethyl-6-methylfuro[2,3-b]pyridine has been studied using an X-ray analytical method.

How to Cite
Kaigorodova, E. A.; Vasilin, V. K.; Sidorova, E. A.; Zavodnik, V. E.; Krapivin, G. D.  Chem. Heterocycl. Compd. 2004, 40, 1442. [Khim. Geterotsikl. Soedin. 2004, 1670.]

For this article in the English edition, see DOI 10.1007/s10593-005-0063-1

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Published

2023-12-15

Issue

No. 11 (2004)

Section

Original Papers