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Synthesis of 3-N,N-Dialkylamino-5-(3,5,6-trichloro-1,4-benzoquinon-2-yl)thiazoline-2-thiones
Authors:J Gulbis  R Valters
Institution:(1) Riga Technical University, Riga, LV-1048, Latvia
Abstract:N,N-Dialkylhydrazides of S-(4,6,7-trichloro-2,5-dihydroxy-2,3-dihydrobenzob]-3-furanyl)dithiocarbonic acids have been obtained by the reaction of 3,4,6,7-tetrachloro-2,5-dihydroxy-2,3-dihydrobenzob]furan with N,N-dialkylhydrazinium salts of N,N-dialkylhydrazides of dithiocarbonic acids. Recyclization in boiling ethanol in the presence of conc. HCl with subsequent oxidation leads to the formation of 3-N,N-dialkylamino-5-(3,5,6-trichloro-1,4-benzoquinon-2-yl)thiazoline-2-thiones. An attempt at recyclization in boiling trifluoroacetic acid led to the formation of 3-N,N-dialkylamino-5,6,8-trichloro-7-hydroxy-2,3,3a,8b-tetrahydrothiazolo4,5-b]benzod]furane-2-thiones.
Keywords:3-N  N-dialkylamino-5-(3  5  6-trichloro-1  4-benzoquinon-2-yl)thiazoline-2-thiones  N  N-dialkylhydrazides of S-(4  6  7-trichloro-2  5-dihydroxy-2  3-dihydrobenzo[b]-2-furanyl)dithiocarbonic acid  N  N-dialkyl hydrazinium salts of N  N-dialkylhydrazides of dithiocarbonic acid  intramolecular charge transfer  oxidation  recyclization
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