ALTERNATIVE PRODUCTS IN ONE-POT REACTION OF BENZYLIDENEMALONONITRILE, N-METHYL-2-THIOCARBAMOYLACETAMIDE, AND ω-BROMOACETOPHENONE

Authors

  • A. Krauze Latvian Institute of Organic Synthesis, Riga LV-1006
  • M. Viļums Latvian Institute of Organic Synthesis, Riga LV-1006
  • L. Sīle Latvian Institute of Organic Synthesis, Riga LV-1006
  • G. Duburs Latvian Institute of Organic Synthesis, Riga LV-1006

DOI:

https://doi.org/10.1007/7534

Keywords:

2-(benzoylmethylsulfanyl)nicotinamide, 2, 3-dihydro-7H-thiazolo[3, 2-a]pyridine-8-carboxamide, N-methyl-2-(1, 3-thiazol-2-yl)acetamide, 6-oxo-5-(thiazol-2-yl)-1, 6-dihydropyridine-3-carbonitrile

Abstract

N-Methyl-2-benzoylmethylsulfanyl-4-phenylnicotinamide and N-methyl-2-(4-phenyl-1,3-thiazol-2-yl)acetamide have been obtained as alternative products to the  desired N-methyl-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-8-carboxamide by in one-pot cyclocondensation of benzylide-
nemalononitrile, N-methyl-2-thiocarbamoylacetamide, piperidine, and ω-bromoacetophenone. 2-Amino-1-methyl-6-oxo-4-phenyl-5-(4-phenyl-1,3-thiazol-2-yl)-1,6-dihydropyridine-3-carbonit-
rile has been obtained as main product by treatment of benzylidenemalononitrile with N-methyl-2-(1,3-thiazol-2-yl)acetamide.

How to Cite
Krauze, A.; Viļums, M.; Sīle, L.; Duburs, G.  Chem. Heterocycl. Compd. 2007, 43, 653. [Khim. Geterotsikl. Soedin. 2007, 777.]

For this article in the English edition see DOI 10.1007/s10593-007-0102-1

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Published

2023-03-22

Issue

No. 5 (2007)

Section

Original Papers