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Synthesis of 2,5-bis(2-aminothiazol-5-yl)-3,6-dichloro-1,4-benzoquinones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A series of 2-(2-aminothiazol-5-yl)-3,6-dichloro-5-diethylaminoethenyl-1,4-benzoquinones was synthesized from 2-(2-aminothiazol-5-yl)-3,5,6-trichloro-1,4-benzoquinones using acetaldehyde and diethylamine in toluene solution. Refluxing these compounds with substituted thioureas in acetonitrile in the presence of hydrochloric acid gives the corresponding 2,5-bis(2-aminothiazol-5-yl)-3,6-dichlorohydroquinones which can be oxidized to the target products with ferric chloride in aqueous DMF.

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References

  1. M. F. Utinans, R. E. Valters, G. A. Karlivans, E. E. Liepin'sh, and A. S. Edzhinya,Khim. Geterotsikl. Soedin., No. 5, 692 (1988).

    Google Scholar 

  2. M. F. Utinans, Yu. V. Gulbis, R. E. Valters, E. E. Liepin'sh, G. A. Karlivans, and A. S. Edzhinya,Khim. Geterotsikl. Soedin., No. 3, 410 (1991).

    Google Scholar 

  3. R. Valters, G. Karlivans, J. Gulbis, M. Utinans, and A. Bace,Phosph. Sulf.,95–96, 457 (1994).

    Google Scholar 

  4. R. E. Valter, E. E. Liepin'sh, G. A. Karlivan, V. R. Zin'kovska, and M. F. Utinan,Zh. Org. Khim.,21, No. 2, 436 (1985).

    Google Scholar 

  5. G. D. Harris, A. Nguyen, H. App, P. Hirth, G. McMahon, and Cho Tang,Organic Letters 1, 431 (1999).

    Article  CAS  Google Scholar 

  6. K. Th. Finley, in:The Chemistry of Quinonoid Compounds (ed. S. Patai), Vol.1, Part 2, Wiley, New York (1974), p. 877.

    Google Scholar 

  7. K. Th., Finley, in:The Chemistry of Quinonoid Compounds (ed. S. Patai and Z. Rapoport), Vol.2, Part 1, Wiley, Chichester (1988), p. 537

    Google Scholar 

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Riga Technical University, Riga LV-1048, Latvia

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, pp. 835–839, June, 2000

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Batenko, N.G., Valters, R. & Karlivans, G. Synthesis of 2,5-bis(2-aminothiazol-5-yl)-3,6-dichloro-1,4-benzoquinones. Chem Heterocycl Compd 36, 733–737 (2000). https://doi.org/10.1007/BF02297684

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  • DOI: https://doi.org/10.1007/BF02297684

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