SYNTHESIS AND HALOCYCLIZATION OF ALLYL DERIVATIVES OF 4,5-DIHYDRO-1,3-THIAZOL-2-THIONE

Authors

  • Natalya M Tarasova South Ural State University, Chelyabinsk
  • Dmitry G Kim South Ural State University, Chelyabinsk

Keywords:

4, 5-dihydro-1, 3-thiazol-2-thione, 2-propenylthio-4, 5-dihydrothiazol, 2-(2-methyl-1-propenyl)thio-4, 2-butenylthio-4, 2-(3-methylbutenyl) thio-4, 3-(halomethyl)-2, 3, 5, 6-tetrahydrothiazolo[2, 3-b]thiazolium,

Abstract

2-Propenyl-(2-methyl-1-propenyl-, 2-butenylthio- and (3-methylbutenyl-)thio4,5-dihydro-1,3-thiazoles are synthesized by alkylation of 4,5-dihydro-1,3-thiazol2-thione. These products were researched in halocyclization reactions with iodine and bromine. 3-(halomethyl)-2,3,5,6-tetrahydrothiazolo[2,3-b]thiazolium and 6-halo-3,5,6,7-tetrahydro-2Hthiazolo[2,3-b]thiazinium halides were formed. The structure of all the synthesized compounds was confirmed by 1<sub>H</sub> NMR and gas chromatography-mass spectrometry.

Author Biographies

Natalya M Tarasova, South Ural State University, Chelyabinsk

Post-grad, Chem. dpt

Dmitry G Kim, South Ural State University, Chelyabinsk

Dr.Sc of Chemistry, Chem. dpt.

References

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Sudolova N.M., Kim D.G., Golova O.V. [Heterocyclization of S-Derivatives of 2-Mercapto-5-methyl-1,3,4-thiadiazole]. Abstracts of Papers. “XX Russian Youth Scientific and Practical conference “Problems of theoretical and experimental chemistry” [XX Rossiiskaya molodezhnaya nauchnoprakticheskaya konferentsiya “Problemy teoreticheskoi i eksperimentalnoi khimii”], Ekaterinburg, 2010, pp. 462–463. (in Russ.)

Published

2015-04-28

Issue

Section

Organic chemistry