Preparation and properties of 2-dialkylamino-5-haloacetyl-thiazoles and 4-(2-dialkylamino-5-thiazolyl)-thiazoles

Article abstract of DOI:10.1002/prac.19983400413

By the reaction of N-acylthioureas 7 with 1,3-dichloroacetone9 2-dialkylamino-5-chloroacetyl-thiazoles 11 are avialable. These compounds react with thioureas or arylthioamides under heterocyclisation to give bis-(2-dialkylamino-5-thiazolyl)-ketones 13, 2-aryl-4-(2-dialkylamino-5-thiazolyl)-thiazoles 14, or 2-dialkylamino-4-(2-dialkylamino-5-thiazolyl)-thiazoles 15, resp., from which the last-mentioned compound exhibit a high reactivity towards several electrophilic reagents. Thus, deeply colored cyanovinyl, arylazo, and arylmethine substituted bisthiazole dyes 17, 18, and 19, resp., have been formed. Johann Ambrosius Barth 1998.