Chlorosulfonic acid → HCID 22285655, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:13]=[C:14]([Cl:25])[C:15]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=1)[CH2:5][CH:6]1[S:10][C:9](=[O:11])[NH:8][C:7]1=[O:12].[Cl:26][S:27](O)(=[O:29])=[O:28]>>[Cl:25][C:14]1[CH:13]=[C:4]([CH2:5][CH:6]2[S:10][C:9](=[O:11])[NH:8][C:7]2=[O:12])[CH:3]=[C:2]([Cl:1])[C:15]=1[O:16][C:17]1[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[C:21]([S:27]([Cl:26])(=[O:29])=[O:28])[CH:22]=1Participants
3
Procedure
The title compound of Step D (52 mg, 0.13 mmol) was cooled to 0° C. and chlorosulfonic acid (0.5 mL) was added. The mixture was warmed to room temperature and stirred for about 1.5 hours. The solution was poured into ice (75 g), stirred until the ice had melted, and then extracted with ethyl acetate (3×25 ml). The combined extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to afford the title compound (38.0 mg) as a brownish solid which was used in the next step without purification.
Workup
- extractionextracted with ethyl acetate (3×25 ml)
- washThe combined extracts were washed with brine
- dry with materialdried over sodium sulfate