2,3-Dichlorobenzene-1-sulfonyl chloride → HCID 57750989, compound

HRID 2283315Notes

Reaction equation

HRID 2283315 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10]([NH2:13])(=[O:12])=[O:11].[Cl:14][C:15]1[C:16]([Cl:25])=[C:17]([S:21](Cl)(=[O:23])=[O:22])[CH:18]=[CH:19][CH:20]=1>N1C=CC=CC=1>[Cl:25][C:16]1[C:15]([Cl:14])=[CH:20][CH:19]=[CH:18][C:17]=1[S:21]([NH:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[S:10](=[O:12])(=[O:11])[NH2:13])(=[O:23])=[O:22]

Participants

4

Reactant 2

HCID 27342222,3-Dichlorobenzene-1-sulfonyl chlorideHCID 153708581993-10-8

Product 1

HCID 57750989HCID 57750989, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-4,5-difluorobenzenesulfonamide (99 mg, 0.48 mmol) and dichlorobenzenesulfonyl chloride (152 mg, 0.62 mmol) were dissolved in anhydrous pyridine (2 mL). The mixture was stirred at ambient temperature under an atmosphere of argon for 24 h. The solvent was evaporated in vacuo, water was added and the product was extracted with ethyl acetate. The combined organic phases were washed with brine, dried over magnesium sulfate and concentrated. Purification by preparative HPLC gave 107 mg (54% yield) of the title compound.

Workup

  1. customThe solvent was evaporated in vacuo, water
  2. additionwas added
  3. extractionthe product was extracted with ethyl acetate
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated
  7. customPurification by preparative HPLC

Sources & evidence

ORD record
ord-cbeb5d22f29b47bea869e6923b9557db
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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