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Cyclocondensation of 2,2-dichloroethenylbenzamide and its analogs with amidines and hydrogen sulfide in the presence of bases

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Abstract

Available chlorine-containing enamides of the general formula Cl2C=CHNHCOR (I) easily react with benzamidine and its derivatives to give 1:1 adducts which under heating with sodium methylate transform to 2-(methoxymethyl)-4,5-diaryl-s-triazines. Reaction of compounds (I) with hydrogen sulfide in the presence of triethylamine yields a mixture of products. Only the corresponding 3,5-bis(acylaminomethyl)-1,2,4-tritiolanes were isolated from the reaction mixture in moderate yield.

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Authors and Affiliations

  1. Institute of Bioorganic Chemistry and Petrochemistry, National Academy of Sciences of Ukraine, ul. Murmanskaya 1, Kiev, 02660, Ukraine

    B. A. Demidchuk, S. O. Seferov, A. N. Vasilenko, V. S. Brovarets & B. S. Drach

Authors
  1. B. A. Demidchuk
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  2. S. O. Seferov
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  3. A. N. Vasilenko
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  4. V. S. Brovarets
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  5. B. S. Drach
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Correspondence to B. S. Drach.

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Original Russian Text © B.A. Demidchuk, S.O. Seferov, A.N. Vasilenko, V.S. Brovarets, B.S. Drach, 2009, published in Zhurnal Obshchei Khimii, 2009, Vol. 79, No. 3, pp. 510–514.

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Demidchuk, B.A., Seferov, S.O., Vasilenko, A.N. et al. Cyclocondensation of 2,2-dichloroethenylbenzamide and its analogs with amidines and hydrogen sulfide in the presence of bases. Russ J Gen Chem 79, 500–504 (2009). https://doi.org/10.1134/S1070363209030268

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  • DOI: https://doi.org/10.1134/S1070363209030268

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