Synthesis of 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione through ethyl-(4-ethyl-5-thioxo-[1,2,4]-dithiazolidin-3-ylidene)ammonium oxopentachlorotungstate(VI) hydrolysis and the dimroth rearrangement in it on heating View Full Text


Ontology type: schema:ScholarlyArticle     


Article Info

DATE

2013-09

AUTHORS

N. A. Ovchinnikova, A. E. Sinyakov, S. G. Sakharov, A. E. Gekhman, Yu. N. Mikhailov, A. S. Kanishcheva

ABSTRACT

We demonstrate that the previously synthesized product of ethyl isothiocyanate insertion into tungsten hexachloride, WCl5{N(Et)C(S)N(Et)C(S)Cl}, whose partial hydrolysis yields {N(Et)C(S)-S-S-C=NH(Et)}[WOCl5] (I), can be used as a source of biologically active heterocyclic compounds. 1H and 13C NMR and gas chromatography-mass spectrometry data show that reaction of I with a saturated aqueous Na2CO3 solution yields a number of thiazolidine heterocycles, mostly 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-trithione. The thermal Dimroth rearrangement leads to the formation of 2,4-diethyl-[1,2,4]-dithiazolidin-3,5-dithione and the products of partial hydrolysis of both heterocycles: 4-ethyl-5-ethylimino-[1,2,4]-dithiazolidin-3-on and 2,4-diethyl-3-thioxo-[1,2,4]-dithiazolidin-5-on. More... »

PAGES

943-946

Journal

TITLE

Inorganic Materials

ISSUE

9

VOLUME

49

Author Affiliations

Identifiers

URI

http://scigraph.springernature.com/pub.10.1134/s0020168513090112

DOI

http://dx.doi.org/10.1134/s0020168513090112

DIMENSIONS

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