75697-87-9Relevant articles and documents
7-Alkylation and 7-Sulphonylation of 5,6-Dihydroimidazolo-thiazoles
Acheson, R. Morrin,Cooper, Martin W.,Cox, Ian R.
, p. 1773 - 1778 (2007/10/02)
Reinvestigation of the alkylation of 3-phenyl-5,6-dihydroimidazolothiazole has shown that methylation occurs exclusively at the 7-position, and that the free base is readily solvolysed to a mixture of 1-methylimidazolidin-2-one, 1-methylimidazolidine-2-thione, and diphenacyl sulphide and disulphide. 3-Methyl-5,6-dihydroimidazolothiazole with methane- and arene-sulphonyl chlorides gave the corresponding 7-sulphonylthiazolium chlorides.On heating, these rearranged to 3-(2-chloroethyl)-4-methyl-3-aryl (or alkyl)sulphonylimido-2,3-dihydrothiazoles.The 7-(4-chlorophenylsulphonyl) derivative lost this substituent with aqueous base while concentrated aqueous ammonia attacked the 7a-position leading to a 3--2-imino-4-methyl-2,3-dihydrothiazole.