Potassium Hydroxide → 2-(4-Cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzothiazole
Reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[S:11][C:12]4[CH:18]=[C:17]([CH2:19][NH:20][S:21]([CH2:24][CH2:25][CH2:26]Cl)(=[O:23])=[O:22])[CH:16]=[CH:15][C:13]=4[N:14]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[OH-].[K+]>CCO>[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[S:11][C:12]4[CH:18]=[C:17]([CH2:19][N:20]5[CH2:26][CH2:25][CH2:24][S:21]5(=[O:23])=[O:22])[CH:16]=[CH:15][C:13]=4[N:14]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3-chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide (300 mg, 0.70 mmol) and potassium hydroxide (396 mg, 7.0 mmol) in EtOH (5 mL) was heated at reflux for 1 h. The volatiles were evaporated and the residue was extracted with CH2Cl2, washed with brine and concentrated in vacuo. The crude residue was purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol) to give 2-(4-cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzothiazole 193 mg (49%).