Pyridine → HCID 62909796, compound

HRID 2382608Notes

Reaction equation

HRID 2382608 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:9])=[C:6]([CH:8]=1)[NH2:7].[C:10]1([S:16](Cl)(=[O:18])=[O:17])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.N1C=CC=CC=1.CCOC(C)=O>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:9])=[C:6]([NH:7][S:16]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:18])=[O:17])[CH:8]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7369Benzenesulfonyl chlorideHCID 8857Ethyl AcetateHCID 38307312-Chloro-5-bromoaniline

Product 1

HCID 62909796HCID 62909796, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 5-Bromo-2-chloroaniline (100 mg, 0.48 mmol) in DCM (5 ml) is added benzenesulfonyl chloride (280 mg, 202 ul, 1.58 mmol) and pyridine (195 ul, 2.42 mmol). The reaction mixture is stirred at room temperature for 18 hours. EtOAc (20 ml) is added and the reaction mixture is washed with 0.1 m HCl (20 ml), the phases are separated and the organic portion is washed with water (3×), dried over MgSO4, concentrated in vacuo and dried in a vacuum oven to afford the title compound.

Workup

  1. washthe reaction mixture is washed with 0.1 m HCl (20 ml)
  2. customthe phases are separated
  3. washthe organic portion is washed with water (3×)
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo
  6. customdried in a vacuum oven

Sources & evidence

ORD record
ord-8ecb7044d6da4a6582e70e5b9ba65665
Source dataset
uspto-grants-2012_09
Patent number
US08263585B2

Reaction notes

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