Pyridine → 5-Bromo-2-chloro-N-phenyl-benzenesulfonamide

HRID 2382612Notes

Reaction equation

HRID 2382612 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[Br:14][C:15]1[CH:16]=[CH:17][C:18]([Cl:25])=[C:19]([S:21](Cl)(=[O:23])=[O:22])[CH:20]=1>C(Cl)Cl>[Br:14][C:15]1[CH:16]=[CH:17][C:18]([Cl:25])=[C:19]([S:21]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:23])=[O:22])[CH:20]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6115AnilineHCID 509888345-Bromo-2-chlorobenzene-1-sulfonyl chloride

Product 1

HCID 687247275-Bromo-2-chloro-N-phenyl-benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a stirring solution of aniline (0.324 ml, 3.55 mmol) in DCM (10 ml) is added pyridine (1.44 ml, 17.76 mmol) followed by a solution of 5-bromo-2-chloro-benzenesulfonyl chloride (1.03 g, 3.55 mmol) in DCM (10 ml). The reaction mixture is stirred at room temperature for 18 hours. DCM (20 ml) is added and the reaction mixture is washed with 2M HCl (50 ml), dried over MgSO4 and concentrated in vacuo to afford the title compound.

Workup

  1. washthe reaction mixture is washed with 2M HCl (50 ml)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-8683eb3794de4fbd97853db357dd8499
Source dataset
uspto-grants-2012_09
Patent number
US08263585B2

Reaction notes

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