169776-06-1Relevant articles and documents
Rapid synthesis of 2-cyanobenzothiazoles from N-aryliminodithiazoles under microwave irradiation
Beneteau, Valerie,Besson, Thierry,Rees, Charles W.
, p. 2275 - 2280 (1997)
Microwave irradiation of neat N-arylimino- 1,2,3-dithiazoles 2 in screwcapped glass vials gives 2-cyanobenzothiazoles 3, rapidly and cleanly in good yield.
New route to 2-cyanobenzothiazoles via N-arylimino-1,2,3-dithiazoles
Besson, Thierry,Dozias, Marie-Joelle,Guillard, Jerome,Rees, Charles W.
, p. 3925 - 3926 (1998)
N-Arylimino-1,2,3-dithiazole derivatives 2 of 2-bromoanilines are converted in high yield into 2-cyanobenzothiazoles 3 by heating or, more rapidly, by focused microwave irradiation at atmospheric pressure, in pyridine containing cuprous iodide.
Some chemistry of 4,5-dichloro-1,2,3-dithiazolium chloride and its derivatives
Besson, Thierry,Rees, Charles W.
, p. 1659 - 1662 (2007/10/02)
4,5-Dichloro-1,2,3-dithiazolium chloride 1 reacts with fluoroanilines (see Table 1) to give the iminodithiazoles 5 in very high yield.Thermolysis of the latter gave the corresponding 2-cyanobenzothiazoles 6 together, in some cases, with the cyanoimidoyl chlorides 7.This reaction sequence provides modest yields of 2-cyanobenzothiazoles from the corresponding aniline, in two steps.Treatment of the iminodithiazoles with m-chloroperbenzoic acid in dichloromethane at or below room temperature opened the heterocyclic ring to give the N-arylcyanothioformamides (e.g. 8 --> 10), except for the p-nitrophenyl compound which gave p-nitrophenyl isothiocyanate 14 in high yield.
