2-Amino-5-bromobenzenesulfonamide → HCID 57750934, compound

HRID 2283290Notes

Reaction equation

HRID 2283290 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[S:9]([NH2:12])(=[O:11])=[O:10].[Cl:13][C:14]1[CH:15]=[C:16]([C:21]2[CH:22]=[C:23]([S:27](Cl)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=2)[CH:17]=[CH:18][C:19]=1[Cl:20]>N1C=CC=CC=1>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][S:27]([C:23]2[CH:24]=[CH:25][CH:26]=[C:21]([C:16]3[CH:17]=[CH:18][C:19]([Cl:20])=[C:14]([Cl:13])[CH:15]=3)[CH:22]=2)(=[O:29])=[O:28])=[C:3]([S:9]([NH2:12])(=[O:11])=[O:10])[CH:4]=1

Participants

4

Reactant 2

HCID 8207002-Amino-5-bromobenzenesulfonamideHCID 38608233-(3,4-dichlorophenyl)benzenesulfonyl Chloride

Product 1

HCID 57750934HCID 57750934, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

2-Amino-5-bromobenzenesulfonamide (0.60 g, 2.39 mmol) was dissolved in pyridine (6 ml) and 3-(3,4-dichlorophenyl)-phenylsulfonyl chloride (0.82 g, 2.51 mmol) was added and the reaction stirred overnight. The solvent was removed in vacuo and the residue was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer) to give the title compound (0.70 g, 55% yield).

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue was purified by preparative HPLC (XTerra MS C8 column, acetonitrile/ammonium acetate buffer)

Sources & evidence

ORD record
ord-9035ce1a0e48430fa2b13572c0e96fd7
Source dataset
uspto-grants-2015_09
Patent number
US09145380B2

Reaction notes

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