SYNTHESIS OF 3-N,N-DIALKYLAMINO-5-(3,5,6-TRICHLORO-1,4-BENZOQUINON- 2-YL)THIAZOLINE-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, recyclizationAbstract
N,N-Dialkylhydrazides of S-(4,6,7-trichloro-2,5-dihydroxy-2,3-dihydrobenzo[b]-3-furanyl)dithiocarbonic acids have been obtained by the reaction of 3,4,6,7-tetrachloro-2,5-dihydroxy-2,3-dihydrobenzo[b]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-tetrahydrothiazolo[4,5-b]benzo[d]furan-2-thiones.
How to Cite
Gulbis, J.; Valters, R. Chem. Heterocycl. Compd. 2001, 37, 1424. [Khim. Geterotsikl. Soedin. 2001, 1556.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1017911520208
