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Acylation of 2-aminoquinazol-4-ones by unsaturated acid chlorides

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The acylation of 2-aminoquinazol-4-one by unsaturated acid chlorides proceeds principally at the exocyclic nitrogen atom and is complicated in the case of acryloyl chloride by a further intramolecular condensation forming 1,2,3,4-tetrahydropyrimido(2,1-b)quinazolin-2,6-dione. A lower acylation temperature using methacryloyl chloride leads to accumulation of 1-methacryloyl-2-aminoquinazol-4-one in the reaction mixture.

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Literature Cited

  1. Kh. M. Shakhidoyatov, L. M. Yun, and Ch. Sh. Kadyrov, Khim. Geterotsikl. Soedin., 1, 105 (1978).

    Google Scholar 

  2. A. R. Katritzky and C. W. Rees (eds.), Comprehensive Heterocyclic Chemistry, Vol. 3, Pergamon Press, Elmsford, NY (1984), p. 65.

    Google Scholar 

  3. A. R. Katritzky (ed.), Physical Methods in Heterocyclic Chemistry, Academic Press, New York, [Russian translation, Khimiya, Moscow, Leningrad (1966), p. 124].

    Google Scholar 

  4. P. Grammaticakis, Compt. Rend., 247, 2013 (1958).

    Google Scholar 

  5. H. Nakao and S. Sunagawa, Chem. Pharm. Bull., 13, 465 (1965).

    Google Scholar 

  6. D. I. Brown, B. T. England, and J. S. Harper, J. Chem. Soc., N 13, 1165 (1966).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1527–1531, November, 1987.

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Yun, L.M., Nazhimov, K.O., Masharipov, S. et al. Acylation of 2-aminoquinazol-4-ones by unsaturated acid chlorides. Chem Heterocycl Compd 23, 1222–1226 (1987). https://doi.org/10.1007/BF00479374

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  • DOI: https://doi.org/10.1007/BF00479374

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