2-Aminobenzenesulfonamide → HCID 42643896, compound

HRID 2283280Notes

Reaction equation

HRID 2283280 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH2:19][CH2:20][S:21](Cl)(=[O:23])=[O:22])=[CH:15][CH:14]=1>N1C=CC=CC=1>[Cl:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:19][CH2:20][S:21]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[S:8]([NH2:11])(=[O:9])=[O:10])(=[O:23])=[O:22])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 728942-AminobenzenesulfonamideHCID 27577802-(4-Chlorophenyl)ethane-1-sulfonyl chloride

Product 1

HCID 42643896HCID 42643896, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Aminobenzenesulfonamide (0.52 g, 3 mmol) was dissolved in pyridine (20 mL) followed by addition of 2-(4-chlorophenyl)ethanesulfonyl chloride (0.80 g, 3.3 mmol) and the reaction was stirred at RT overnight. The solvent was then removed under reduced pressure and the crude material was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (87 mg, 8%) as a white solid.

Workup

  1. customThe solvent was then removed under reduced pressure
  2. customthe crude material was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-7eaf9a4caf1943668d561655c9d0b9e6
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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