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Synthesis of 10-(N′-phenyl)imidoyl derivatives of phenothiazine, and their reactions with o,o-dialkylthio- and dithiophosphates

  • Organic Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Abstract

Condensation of phenothiazine with phenyl isocyanide dichloride has given 10(N′-phenylchloroformimidoyl)phenothiazine, exchange reactions of which with salts of diakylthio- and dithiophosphoric acids result in rearrangement of the initially formed 10-[N′-phenyldialkoxy(thio)phosphorylthioformimidoyl]phenothiazines to 10-{N′-phenyl-N′-[dialkoxy(thio)phosphoryl]thiocarbamoyl}phenothiazines, while reaction with diisopropyl dithiophosphoric acid affords diisopropyl chlorothiophosphate, phenyl isothiocyanate, and phenothiazine. 10-(N′-Phenylethoxyformimidoyl)phenothiazine alkylates dithiophosphoric acid to give 10-(N′-phenylcarbamoyl)phenothiazine, while N2-phenyl-N1,N1-diethyl-(10-phenothiazinyl)formamidine reacts with diisopropyl dithiophosphoric acid, affording the salt N2-phenyl-N1,N1-diethyl-(10-phenothiazinyl)formamidinium O,O-diisopropyl dithiophosphate.

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Authors and Affiliations

  1. A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Branch, Academy of Sciences of the USSR, USSR

    R. M. Kamalov, G. M. Makarov, D. Kh. Yarmukhametova, M. A. Pudovik, R. A. Cherkasov & A. N. Pudovik

Authors
  1. R. M. Kamalov
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  2. G. M. Makarov
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  3. D. Kh. Yarmukhametova
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  4. M. A. Pudovik
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  5. R. A. Cherkasov
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  6. A. N. Pudovik
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 11, pp. 2596–2601, November, 1989.

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Kamalov, R.M., Makarov, G.M., Yarmukhametova, D.K. et al. Synthesis of 10-(N′-phenyl)imidoyl derivatives of phenothiazine, and their reactions with o,o-dialkylthio- and dithiophosphates. Russ Chem Bull 38, 2382–2388 (1989). https://doi.org/10.1007/BF01168094

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  • DOI: https://doi.org/10.1007/BF01168094

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