4-Benzo[1,3]dioxol-5-yl-thiazol-2-ylamine

Synthesis

40288-65-1

17356-08-0

185613-91-6

General procedure for the synthesis of 4-(benzo[d][1,3]dioxol-5-yl)thiazol-2-amine from 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoacetophenone (3.00 g, 12.3 mmol) and thiourea (1.88 g, 24.7 mmol): 1-(benzo[d][1,3]dioxol-5-yl)-2-bromoethanone was dissolved in ethanol (150 ml) followed by addition of thiourea. -yl)-2-bromoacetophenone was dissolved in ethanol (150 ml) followed by addition of thiourea. The reaction mixture was heated to 66-80°C under nitrogen protection and stirred for 24 hours. After completion of the reaction, the mixture was concentrated under reduced pressure and the residue was dissolved in ethyl acetate and washed with saturated NaHCO3 solution. The organic layer was separated, dried with anhydrous Na2SO4, filtered and purified by column chromatography (eluent ratio THF:hexane=1:3). The yield of the final product was 41.3%.

References