[Br:1][CH:2]([CH2:15][CH3:16])[C:3]([C:5]1[S:9][C:8]2[CH:10]=[CH:11][C:12]([Cl:14])=[CH:13][C:7]=2[CH:6]=1)=O.[NH:17]1[CH2:21][CH2:20][NH:19][C:18]1=[S:22].C(O)C>C(O)(=O)C>[BrH:1].[Cl:14][C:12]1[CH:11]=[CH:10][C:8]2[S:9][C:5]([C:3]3[N:19]4[CH2:20][CH2:21][N:17]=[C:18]4[S:22][C:2]=3[CH2:15][CH3:16])=[CH:6][C:7]=2[CH:13]=1A mixture of 2-bromo-1-(5-chlorobenzo[b]thiophen-2-yl)butan-1-one (1 g), 2-imidazolidinethione (0.32 g), ethanol (30 ml) and acetic acid (15 ml) was heated under reflux for 24 hours, then the solvents were removed in vacuo. The residue was crystallised from ethanol (100 ml) and the resulting solid was collected by filtration, washed with ethanol (10 ml) and dried in vacuo at 60° C. to give 3-(5-chlorobenzo[b]thiophen-2-yl)-2-ethyl-5,6-dihydroimidazo[2,1-b]thiazole hydrobromide (0.8 g) as a white solid, m.p. 282-284° C.
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