Chlorosulfonic acid → 4-[(1,3-Dioxoisoindolin-2-yl)methyl]-1-benzenesulfonyl Chloride

HRID 348607Notes

Reaction equation

HRID 348607 reaction equation
[CH2:1]([N:8]1[C:16](=[O:17])[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]1=[O:18])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[S:19]([Cl:23])(=O)(=[O:21])[OH:20]>C(Cl)(Cl)Cl>[O:18]=[C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:16](=[O:17])[N:8]1[CH2:1][C:2]1[CH:3]=[CH:4][C:5]([S:19]([Cl:23])(=[O:21])=[O:20])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 24638Chlorosulfonic acidHCID 75059Benzylphthalimide

Product 1

HCID 210844074-[(1,3-Dioxoisoindolin-2-yl)methyl]-1-benzenesulfonyl Chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The compound (330 mg) obtained in Example 24-1 was dissolved in chloroform and then added with chlorosulfuric acid (manufactured by Kishida Chemical Co., Ltd.) (0.177 ml) under ice-cooling. The solution was stirred at room temperature for 2 days, and then concentrated and dried. The resultant was gradually added with phosphorus pentachloride (300 mg) and then heated to 80° C., followed by stirring for 4 hours.

Workup

  1. temperaturecooling
  2. concentrationconcentrated
  3. customdried
  4. additionThe resultant was gradually added with phosphorus pentachloride (300 mg)
  5. temperatureheated to 80° C.
  6. stirringby stirring for 4 hours

Sources & evidence

ORD record
ord-1ed2c68ee1784ba8bf010d68bb6bf584
Source dataset
uspto-grants-2007_02
Patent number
US07176227B2

Reaction notes

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