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new simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido-[1,2-a]-1,3-diazepines, and imidazo[1,2-a]pyrimidines

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Abstract

Reactions of arylidenemalononitriles with 2-nitromethylene-substituted imidazolidine, hexahydropyrimidine, and hexahydro-1,3-diazepine afforded the title derivatives. Reaction of 2-nitromethylenehexahydropyrimidine with benzylamine or n-butylamine and formalin in a molar ratio of 1:1:2 gave the hexahydro-1H-imidazo[1,2-c]pyrimidine derivatives. Treatment of 2-nitromethyleneimidazolidine and hexahydropyrimidine with secondary aliphatic amines and formalin in a molar ratio of 1:1:1 afforded the corresponding methylene bis-compounds.

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References

  1. The Merck Index of Chemicals and Drugs, 12th ed., item No. 10321. Merck and Co., Inc., White House Station., USA (1996).

  2. Ref. No. [1], item No. 318.

  3. Ref. No. [1], item No. 7205.

  4. M. M. Mashaly and M. Hammouda, Z. Naturforsch., 54b, 1205 (1999).

    Google Scholar 

  5. M. Hammouda, M. M. Mashaly, and A. A. Fadda, Arch. Pharm. Res., 18, 213 (1995).

    CAS  Google Scholar 

  6. M. Hammouda, M. M. Mashaly, E. M. Afsah, Pharmazie, 49, 365 (1994).

    CAS  Google Scholar 

  7. E. M. Afsah, M. Hammouda, H. Zoorob, M. M. Khalifa, and M. T. Zimaity, Z. Naturforsch., 45b, 80 (1990).

    Google Scholar 

  8. M. A. Metwally, M. Hammouda, S. S. El-Morsy, and M. M. El-Hussini, Heterocycl. Commun., 5, 445 (1999).

    CAS  Google Scholar 

  9. H. Gompper and H. Schaefer, Chem. Ber., 100, 591 (1967).

    CAS  Google Scholar 

  10. S. Rajappa and R. Sreenivasan, Indian J. Chem., 17b, 339 (1979).

    CAS  Google Scholar 

  11. A. Sinharay, A. Knauf, and W. A. Waltersdorfer, Ger.Offen., 2514404; Chem. Abstr., 86, 43734 (1979).

    Google Scholar 

  12. H. D. Urbanska, A. R. Katritzky, and T. Urbanski, Tetrahedron, 25, 1617 (1969).

    Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, University of Mansoura, Mansoura, Egypt

    M. Hammouda, Z. M. Abou Zeid & M. A. Metwally

Authors
  1. M. Hammouda
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  2. Z. M. Abou Zeid
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  3. M. A. Metwally
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Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1850–1853, December, 2005.

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Hammouda, M., Abou Zeid, Z.M. & Metwally, M.A. new simple and one-pot synthetic routes to polyfunctionally substituted imidazo-[1,2-a]pyridines, pyrido[1,2-a]pyrimidines, pyrido-[1,2-a]-1,3-diazepines, and imidazo[1,2-a]pyrimidines. Chem Heterocycl Compd 41, 1525–1528 (2005). https://doi.org/10.1007/s10593-006-0031-4

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  • DOI: https://doi.org/10.1007/s10593-006-0031-4

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