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Synthesis of 2-mercaptobenzthiazole derivatives

VI. Reactions of dihydrothiazolo- and dihydrothiazino[2, 3-b]benzothiazolium salts with some nucleophilic reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reactions of 2, 3-dihydrothiazolo- (I) and 2, 3-dihydrothiazino-1, 3-[2, 3-b]benzthiazolium chlorides (II) with water, aqueous sodium hydroxide, aqueous alcoholic ammonia, and hydrazine hydrate are investigated. Excess alcoholic potassium hydroxide cleaves I and II to o-(Ω-mercaptoalkylamino) thiophenols, condensation of which with acetyl chloride followed by treatment of the reaction products with potassium iodide gives 2-methyl-3-(Ω-mercaptoalkyl)benzthiazolium iodides. A series of dyes is prepared from these compounds.

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References

  1. E. A. Kuznetsova, S. V. Zhuravlev, and T. N. Stepanova, KhGS [Chemistry of Heterocyclic Compounds], 261, 1967.

  2. E. A. Kuznetsova, S. V. Zhuravlev, and T. N. Stepanova, ZhOrKh, 1, 767, 1965.

    Google Scholar 

  3. W. Sexton, J. Chem. Soc., 470, 1939.

  4. R. Reimschneider, Monatsh, 89, 683, 1958.

    Google Scholar 

  5. I. D. Kendal, Ilford. Ltd., British Patent 424559, 1935; C II, 1489, 1935.

  6. A. I. Kiprianov and Z. N. Pazenko, ZhOKh, 19, 1523, 1949.

    Google Scholar 

  7. S. Seto and I. Ikegami, Bull. Chem. Soc. Japan, 36, 730, 1963.

    Google Scholar 

  8. C. K. Bradscher, D. F. Lohr, Jr, and W. Jones, Tetrah. Let., 22, 1723, 1963.

    Google Scholar 

  9. A. I. Kiprianov and Z. N. Pazenko, ZhOKh, 19, 1515, 1949.

    Google Scholar 

  10. L. T. Bogolyubskaya and V. A. Bogolyubskii, ZhOrKh [in press].

  11. L. F. Deichmeister, Z. P. Sytkin, and E. B. Lifshits, ZhOKh, 22, 166, 1952.

    Google Scholar 

  12. T. G. Gnevysheva and I. I. Levkoev, DAN, 146, 1081, 1962.

    Google Scholar 

  13. F. Hamer and R. Rathbone, J. Chem. Soc., 243, 1943.

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For Part V see [1]

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Kuznetsova, E.A., Bogolyubskii, V.A., Bogolyubskaya, L.T. et al. Synthesis of 2-mercaptobenzthiazole derivatives. Chem Heterocycl Compd 3, 659–661 (1967). https://doi.org/10.1007/BF00468339

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  • DOI: https://doi.org/10.1007/BF00468339

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