Pyridine → 2-Bromobenzenesulfonamide

HRID 1370659Notes

Reaction equation

HRID 1370659 reaction equation
[N:1]1C=CC=CC=1.[Br:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14](Cl)(=[O:16])=[O:15]>C(Cl)Cl>[Br:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[S:14]([NH2:1])(=[O:16])=[O:15]

Participants

4

Reactant 2

HCID 1049PyridineHCID 5204032-Bromobenzenesulfonyl chloride

Product 1

HCID 28012632-Bromobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The resin-bound secondary amine resin (from C) was swelled in DCM (200 mL). To the suspension was added pyridine (3.19 g) followed by 2-bromophenylsulfonyl chloride (5.1 g, 20.0 millimole) and shaken overnight. The resin was filtered and washed with 3 portions of DCM, 3 portions of methanol, 3 portions of DCM, and 3 portions of methanol. The resin was dried in vacuo overnight.

Workup

  1. filtrationThe resin was filtered
  2. washwashed with 3 portions of DCM, 3 portions of methanol, 3 portions of DCM, and 3 portions of methanol
  3. customThe resin was dried in vacuo overnight

Sources & evidence

ORD record
ord-d2b7771614f34bf197091ea4409832f0
Source dataset
uspto-grants-2003_06
Patent number
US06583179B2

Reaction notes

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