摘要:
A series of 2-X-4-tosyl-5-chloro-1,3-thiazoles (X = OH, OAlk, SH, SAlk, NH2, NHAlk, NAlk(2), NHAr, etc.) were prepared from accessible 1-tosyl-2,2-dichloroethenyl isothiocyanate. only some of these compounds containing a moderately labile hydrogen atom peculiarly react with thiophenols in the presence of triethylamine to give 4,5-di(arylthio)-2-(hydroxy- or arylamino)-1,3-thiazoles, which are difficult to prepare by other routes. It is quite possible that, in the course of nucleophilic substitution of the chlorine atom and tosyl residue by the corresponding arylthio groups, a significant role is played by nonaromatic tautomeric forms of functionally 2-substituted 1,3-thiazoles formed by proton transfer to positions 3 and 5 of the hetero-ring.