Chlorosulfonic acid → HCID 22285655, compound

HRID 1168087Notes

Reaction equation

HRID 1168087 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]=1

Participants

3

Reactant 2

HCID 24638Chlorosulfonic acidHCID 22285667HCID 22285667, compound

Product 1

HCID 22285655HCID 22285655, compound

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

  1. extractionextracted with ethyl acetate (3×25 ml)
  2. washThe combined extracts were washed with brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-75956ca145e24091b9f8745effc008cd
Source dataset
uspto-grants-2003_09
Patent number
US06620830B2

Reaction notes

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