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Synthesis of 4,5-dihydro-2-diethylamino-4-thioxo-4-phenoxy-5-chloro-1,3,4-thiazaphosphole and 3,7-bis(diisopropylamino)-1-thioxobicyclo[3.3.0]-4,6-dithia-2,8-diaza-1-phosphaocta-2,7-diene

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Abstract

The product of the reaction of 0-phenylisothiocyanatodichloromethylthiophosphonate with diethylamine in the presence of Et3N is 4,5-dihydro-2-diethyl-amino-4-thioxo-4-phenoxy-5-chloro-1,3,4-thiazaphosphole. 3,7-Bis(diisopropyl-amino)-1-thioxobicyclo-[3.3.0]-4,6-dithia-2,8-diaza-1-phosphaocta-2,7-diene was obtained as the result of the reaction of diisothiocyanatodichloromethylthiophosphonate with diisopropylamine and triethylamine. IR, PMR, and31P NMR spectroscopy was used to demonstrate the structures of the products synthesized.

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Literature cited

  1. 1.

    R. M. Kamalov, N. A. Khailov, A. A. Gazikasheva, L. F. Chertanova, M. A. Pudovik, and A. N. Pudovik, Dokl. Akad. Nauk,316, No. 6, 1406 (1991).

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Additional information

A. E. Arbuzov Institute of Organic and Physical Chemistry, Kazan Science Center, Russian Academy of Sciences, 420083 Kazan. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 2, pp. 462–463, February, 1992.

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Kamalov, R.M., Khailova, N.A., Rizvanov, I.K. et al. Synthesis of 4,5-dihydro-2-diethylamino-4-thioxo-4-phenoxy-5-chloro-1,3,4-thiazaphosphole and 3,7-bis(diisopropylamino)-1-thioxobicyclo[3.3.0]-4,6-dithia-2,8-diaza-1-phosphaocta-2,7-diene. Russ Chem Bull 41, 368–369 (1992). https://doi.org/10.1007/BF00869538

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Keywords

  • 4,5-dihydro-2-diethylamino-4-thioxo-4-phenoxy-5-chloro-1,3,4-thiazaphosphole
  • 3,7-bis(diisopropylamino)-1-thioxobicyclo [3.3.0]-4,6-dithia-2,8-diaza-1-phosphaocta-2,7-diene
  • 0-phenylisothiocyanatodichloromethylthiophosphonate
  • isothiocyanatodichloromethylthiophosphonate
  • thiourea
  • triethylamine
  • diethylamine
  • diisopropyl amine
  • heterocyclization
  • thiazaphosphole