Dimethylamine → N,N-Dimethylbenzenesulfonamide

HRID 1767623Notes

Reaction equation

HRID 1767623 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][NH:12][CH3:13].O>C1COCC1>[CH3:11][N:12]([CH3:13])[S:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])=[O:8]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 962Water2×HCID 7369Benzenesulfonyl chloride

Product 1

HCID 84423N,N-DimethylbenzenesulfonamideYield 97%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of benzenesulfonylchloride (10 ml; 78 mmol) in THF (100 ml) was added a 40% solution of dimethylamine in H2O (20 ml; 160 mmol) such that the reaction temperature was kept below 50° C. The reaction mixture was stirred 1 h at rt. The reaction mixture was added H2O and THF removed by evaporation. The precipitate formed was isolated by filtration and air dried to give 14 g (97%) of N,N-dimethylbenzenesulfonamide.

Workup

  1. customwas kept below 50° C
  2. customremoved by evaporation
  3. customThe precipitate formed
  4. customwas isolated by filtration and air
  5. customdried

Sources & evidence

ORD record
ord-167d462daca34ec2a30e9a8fc776f5ac
Source dataset
uspto-grants-2007_06
Patent number
US07235548B2

Reaction notes

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