Hydrochloric Acid → 1-[4-(3-Chlorophenyl)-1,3-thiazol-2-yl]piperazine
Reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[C:11]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)[S:12][CH:13]=2)[CH:6]=[CH:7][CH:8]=1>C(OCC)(=O)C>[Cl:2][C:3]1[CH:4]=[C:5]([C:9]2[N:10]=[C:11]([N:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[S:12][CH:13]=2)[CH:6]=[CH:7][CH:8]=1Participants
4
Procedure
A 4 N solution (50 ml) of hydrogen chloride in ethyl acetate was added to a solution of tert-butyl 4-[4-(3-chlorophenyl)-1,3-thiazol-2-yl]piperazine-1-carboxylate (5.15 g, 13.6 mmol) in ethyl acetate (100 ml), the mixture was stirred at room temperature for 6 hours, and the solvent was distilled off under reduced pressure. The residue was dissolved in water, neutralized with a 1 N sodium hydroxide aqueous solution, and extracted with chloroform. The extract was washed with water, and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to give 3.29 g (86.8%) of the desired product as an oil.