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1,4-Benzodiazepines and their cyclic homologs and analogs

XX. Synthesis and properties of 1,4-benzodiazepines with fluorine-containing substituents

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Abstract

5-Difluoromethylsulfonyl-2-aminobenzophenone was synthesized by condensation of p-difluoromethylsulfonylaniline with benzoyl chloride. 5-Difluoromethoxy- and 5-difluoromethylthio-2-aminobenzophenones were obtained by condensation of phenylacetonitrile with the appropriate p-substituted nitrobenzenes and subsequent reduction of the resulting anthranils. 7-Difluoromethoxy-, 7-difluoromethylthio-, and 7-difluoromethylsulfonyl-5-phenyl-1,2-dihydro-3H-1,4-benzodiazepin-2-ones were obtained by the successive action of bromoacetyl bromide and ammonia on the 2-aminobenzophenone derivatives or by reaction of 2-aminobenzophenones with aminoacetyl chloride hydrochloride. The structure of the 1,4-benzodiazepines was confirmed by a study of the UV, IR, PMR, and mass spectra.

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Authors and Affiliations

  1. Institute of Organic Chemistry, Academy of Sciences of the Ukrainian SSR, I. I. Mechnikov Odessa State University, Kiev

    S. A. Andronati, A. V. Bogat-skii, G. N. Gordiichuk, Z. I. Zhilina & L. M. Yagupol'skii

Authors
  1. S. A. Andronati
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  2. A. V. Bogat-skii
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  3. G. N. Gordiichuk
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  4. Z. I. Zhilina
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  5. L. M. Yagupol'skii
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Additional information

See [1] for communication XIX.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 268–272, February, 1975.

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Andronati, S.A., Bogat-skii, A.V., Gordiichuk, G.N. et al. 1,4-Benzodiazepines and their cyclic homologs and analogs. Chem Heterocycl Compd 11, 230–233 (1975). https://doi.org/10.1007/BF00471407

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  • DOI: https://doi.org/10.1007/BF00471407

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