Water → N-[2-(dimethylamino)ethyl]benzenesulfonamide

HRID 1373120Notes

Reaction equation

HRID 1373120 reaction equation
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH2:5].C(N(CC)CC)C.[C:14]1([S:20](Cl)(=[O:22])=[O:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.O>ClCCl>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][NH:5][S:20]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)(=[O:22])=[O:21]

Participants

6

Reactant 4

HCID 962WaterHCID 7369Benzenesulfonyl chlorideHCID 8471TriethylamineHCID 66053N,N-Dimethylethylenediamine

Product 1

HCID 2478570N-[2-(dimethylamino)ethyl]benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

2.8 g (30 mmol) of N,N-dimethylethylenediamine are placed in 100 ml of dichloromethane and 8.3 ml (60 mmol) of triethylamine. While cooling with ice a solution of 3.9 ml (30 mmol) of benzenesulphonic acid chloride in 100 ml of dichloromethane is added dropwise and the mixture is stirred overnight at ambient temperature. Water is added and the mixture is extracted with dichloromethane. The organic phase is dried and evaporated down.

Workup

  1. additionis added dropwise
  2. extractionthe mixture is extracted with dichloromethane
  3. customThe organic phase is dried
  4. customevaporated down

Sources & evidence

ORD record
ord-9340ad6b2c154970a0176672e48eda37
Source dataset
uspto-grants-2007_01
Patent number
US07160901B2

Reaction notes

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