297142-57-5Relevant academic research and scientific papers
Cyclocondensation of 1-tosyl-2,2-dichloroethenyl isothiocyanate with O-, S-, N-, and C-nucleophiles
Babii,Zyabrev,Drach
, p. 1730 - 1735 (2002)
Treatment of 1-tosyl-2,2-dichloroethenyl isothiocyanate with alcohols, thiols, primary and secondary amines, hydrazine and its derivatives, and phosphonium ylides results in addition of the O-, S-, N-, or C-nucleophilic center to the isothiocyanate group, followed by cyclocondensation with elimination of hydrogen chloride and formation of the corresponding 2-functionally substituted 4-tosyl-5-chloro-1,3-thiazoles. Further transformations of these compounds were studied, and a series of previously unknown types of 3-functionally substituted 1,3-thiazole derivatives were prepared.
Transformations of 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3-thiazole
Turov,Vinogradova,Drach
experimental part, p. 2132 - 2136 (2009/04/12)
Accessible 2,2-dichloro-1-p-tolylsulfonylethenyl isothiocyanate reacted with hydrazine hydrate to give 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3- thiazole whose reactions with thiols and amines followed a complicated pattern. Treatment of 5-chloro-2-hydrazino-4-p-tolylsulfonyl-1,3-thiazole with acetylacetone led to the formation of previously unknown 5-chloro-2-(3,5- dimethyl-1H-pyrazol-1-yl)-4-p-tolylsulfonyl-1,3-thiazole which reacted with O-, S-, and N-centered nucleophiles at the C5 atom with high regioselectivity.
