THE <i>p</i>-(DIMETHYLAMINO)BENZALDEHYDE MODIFICATION OF HANTZSCH REACTION: SYNTHESIS OF 6-(1H-BENZIMIDAZOL-2-YL)PYRIDO[2,3-<i>d</i>]PYRIMIDINO-2,4(1H, 3H)-DIONES

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, Ukrainian National Academy of Sciences, Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, Ukrainian National Academy of Sciences, Kiev 02094

DOI:

https://doi.org/10.1007/7554

Keywords:

aldehydes, benzimidazoles, pyrido[2, 3-d]pyrimidines, pyrimidines, pyrazoles, aromatization, Hantzsch reaction, selectivity

Abstract

The reaction between p-(dimethylamino)benzaldehyde and 2-acylmethyl-1H-benzimidazoles and 6-amino-1,3-dimethylpyrimidino-2,4(1H,3H)-dione has given previously unknown 5-unsubstituted 6-(1H-benzimidazol-2-yl)pyrido[2,3-d]pyrimidino-2,4(1H,3H)-diones. The reaction occurs on boiling in acetic and acid and includes the formation of 1,4-dihydropyridine-bearing compounds in accordance with the Hantzsch reaction scheme and aromatization as a result of cleavage of N,N-dimethylaniline.

How to Cite
Dzvinchuk, I. B.; Lozinskii, M. O. Chem. Heterocycl. Compd. 2007, 43, 480. [Khim. Geterotsikl. Soedin. 2007, 585.]

For this article in the English edition see DOI 10.1007/s10593-007-0069-y


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Published

2023-03-24

Issue

No. 4 (2007)

Section

Original Papers