Hydrochloric Acid → N-(4-bromophenyl)ethanesulfonamide

HRID 1591836Notes

Reaction equation

HRID 1591836 reaction equation
[CH2:1]([S:3](Cl)(=[O:5])=[O:4])[CH3:2].[Br:7][C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1.Cl>N1C=CC=CC=1>[Br:7][C:8]1[CH:14]=[CH:13][C:11]([NH:12][S:3]([CH2:1][CH3:2])(=[O:5])=[O:4])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 78074-BromoanilineHCID 11667Ethanesulfonyl chloride

Product 1

HCID 767437N-(4-bromophenyl)ethanesulfonamideYield 92%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of ethanesulfonyl chloride (2.1 mL, 22 mmol), and 4-bromoaniline (3.44 g, 20 mmol) in pyridine (35 mL) was stirred at room temperature for 2 hours. The reaction mixture was acidified with 1N HCl solution and extracted with ether. The combined organic layers were dried over magnesium sulfate, and concentrated. The solid was triturated with hexane to afford the title compound (4.85 g, 92%).

Workup

  1. extractionextracted with ether
  2. dry with materialThe combined organic layers were dried over magnesium sulfate
  3. concentrationconcentrated
  4. customThe solid was triturated with hexane

Sources & evidence

ORD record
ord-8bfb8b5b65de4259b18f386463824774
Source dataset
uspto-grants-2007_11
Patent number
US07291643B2

Reaction notes

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