4-Chlorobenzenesulfonyl chloride → HCID 2800607, compound

HRID 2116539Notes

Reaction equation

HRID 2116539 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:13][C:14]2[CH:15]=[C:16]([Cl:20])[CH:17]=[N:18][CH:19]=2)=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([S:28](Cl)(=[O:30])=[O:29])=[CH:24][CH:23]=1.CCCCCC.C(OCC)C>C(Cl)Cl>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([S:28]([NH:1][C:2]2[CH:3]=[CH:4][C:5]([O:13][C:14]3[CH:15]=[C:16]([Cl:20])[CH:17]=[N:18][CH:19]=3)=[C:6]([CH:12]=2)[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=[O:30])=[O:29])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 73984-Chlorobenzenesulfonyl chloride2×HCID 9948021HCID 9948021, compoundHCID 21584099Diethylether hexane

Product 1

HCID 2800607HCID 2800607, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of the aniline produced in Example 1 (168 mg, 0.574 mmol) in CH2Cl2 (3 mL) was added 4-chlorobenzenesulfonyl chloride (157 mg, 0.746 mmol, commercially available from Aldrich) at once. After 20 minutes, an additional amount (48 mg, 0.230 mmol) of 4-chlorobenzenesulfonyl chloride was added and the solution was stirred overnight. The product was isolated following column chromatography (1:1 hexane/diethyl ether). Yield: 160 mg (60%).

Workup

  1. customThe product was isolated

Sources & evidence

ORD record
ord-0101b8843aca4d178ebf1791b7923a01
Source dataset
uspto-grants-2008_10
Patent number
US07439242B2

Reaction notes

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