USE OF TETRAMETHYLTHIURAM DISULFIDE IN SYNTHESIS OF NITROGEN-CONTAINING HETEROCYCLIC COMPOUNDS

Authors

  • А. М. Демченко T. G. Shevchenko Chernigov State Pedagogical University, Chernigov 14038
  • В. А. Янченко T. G. Shevchenko Chernigov State Pedagogical University, Chernigov 14038
  • В. В. Кислый T. G. Shevchenko Chernigov State Pedagogical University, Chernigov 14038
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

DOI:

https://doi.org/10.1007/8308

Keywords:

N(2)-(3-chloro-2-methylphenyl)-2-amino-5, 6-dihydro-4H-1, 3-thiazine, 4-amino-3-methyl-6-phenyl-4, 5-dihydro-1, 2, 4-triazin-5-one, N(1)-aryl-N, N-dimethylthioureas, aryl isothiocyanates, N-aryl-N(1)-(5-mercapto-3-methyl-4H-1, 4-triazol-4-yl)thioureas, 6-(4-bromophenylamino)-3-methyl[1, 4]-triazolo[3, 4-b][1, 3, 4]thiadiazole, tetramethylthiuram disulfide

Abstract

We have developed a method for synthesis of aryl isothiocyanates by means of thiocarbamoylation of aromatic amines by tetramethylthiuram disulfide followed by degradation of the intermediate N(1)-aryl-N,N-dimethylthiourea by concentrated HCl. We have shown that thiocarbamoylation of 4-amino-5-ethyl-4H-1,2,4-triazole-3-thiol occurs at the 2 position of the triazole ring, while thiocarbamoylation of 4-amino-3-methyl-6-phenyl-4,5-dihydro-1,2,4-triazin-5-one leads to the dihetaryl-substituted thiourea. We consider the possibility of using N(1)-aryl-N,N-dimethylthioureas as analogs of isothiocyanates in reactions with N-nucleophiles.

How to Cite
Demchenko, A. M.; Yanchenko, V. A.; Kisly, V. V.; Lozinskii, M. S.  Chem. Heterocycl. Compd. 2005, 41,668. [Khim. Geterotsikl. Soedin. 2005, 775.]

For this article in the English edition, see DOI 10.1007/s10593-005-0200-x


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Published

2023-11-15

Issue

No. 5 (2005)

Section

Original Papers