4-Fluorobenzenesulfonyl chloride → 4-fluoro-N,N-dimethylbenzenesulfonamide

HRID 1675618Notes

Reaction equation

HRID 1675618 reaction equation
Cl.[CH3:2][NH:3][CH3:4].[F:5][C:6]1[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1.C(N(CC)C(C)C)(C)C>ClCCl.O>[F:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:3]([CH3:4])[CH3:2])(=[O:14])=[O:13])=[CH:8][CH:7]=1

Participants

6

Reactant 3

HCID 95884-Fluorobenzenesulfonyl chlorideHCID 10473Dimethylamine, hydrochlorideHCID 81531Diisopropylethylamine

Product 1

HCID 7993014-fluoro-N,N-dimethylbenzenesulfonamide

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Dimethylamine hydrochloride (1.27 g) was added to a solution of 4-fluoro-benzenesulphonyl chloride (3.0 g) and N,N-diisopropylethylamine (5.37 ml) in dichloromethane (30 ml), the mixture was stirred at RT for 1 h, diluted with water, extracted with dichloromethane, dried and evaporated under reduced, yield 3.0 g.

Workup

  1. extractionextracted with dichloromethane
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-dd99026b8f1841ebae87e32f6d908cf3
Source dataset
uspto-grants-2011_08
Patent number
US08003703B2

Reaction notes

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