Citric Acid → 5-Methoxy-2-[4-(2-pyrrolidin-1-ylethoxy)anilino]benzothiazole citrate
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[CH:14][CH:13]=3)=[N:8][C:7]=2[CH:26]=1.[C:27]([OH:39])(=[O:38])[CH2:28][C:29]([CH2:34][C:35]([OH:37])=[O:36])([C:31]([OH:33])=[O:32])[OH:30]>C(O)C>[C:27]([OH:39])(=[O:38])[CH2:28][C:29]([CH2:34][C:35]([OH:37])=[O:36])([C:31]([OH:33])=[O:32])[OH:30].[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:10][C:9]([NH:11][C:12]3[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][N:21]4[CH2:25][CH2:24][CH2:23][CH2:22]4)=[CH:16][CH:17]=3)=[N:8][C:7]=2[CH:26]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A hot solution of 5-methoxy-2-[4-(2-pyrrolidin-1-ylethoxy)anilino]benzothiazole (0.738 g.) in ethanol (45 ml.) is treated with a hot solution of citric acid (0.384 g.) in ethanol (2.5 ml.). The solution is allowed to cool to room temperature and then kept at 0° - 10°C. overnight. The precipitate which forms is collected by filtration, washed with ethanol and dried to give 5-methoxy-2-[4-(2-pyrrolidin-1-ylethoxy)anilino]benzothiazole citrate, m.p. 155° - 156°C. (dec.) with previous softening. Elemental analysis satisfactory for C26H31N3O9S.