Ammonium Hydroxide → HCID 86720294, compound

Reaction equation

Cl[S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:8]2)(=[O:4])=[O:3].[OH-].[NH4+:22]>C1COCC1.O>[S:2]([C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[CH2:10][N:9]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:8]2)(=[O:4])(=[O:3])[NH2:22]

Participants

Procedure

To a solution of tert-butyl 5-(chlorosulfonyl)isoindoline-2-carboxylate (D97) (400 mg, 1.259 mmol) in THF (12 mL) was added ammonium hydroxide (0.490 mL, 12.59 mmol) at 0° C. The mixture was left to stir for 1 hour at RT. The mixture was concentrated in vacuo and the residue obtained taken up in water (50 mL) and extracted with ethyl acetate (3×50 mL). The combined organics were dried and concentrated down to afford the title compound (335 mg). LCMS (A): m/z (M−H)− 297, C13H18N2O4S requires 298 (acidic).