4-Nitrobenzenesulfonyl chloride → N,N-dimethyl-4-nitrobenzenesulfonamide

HRID 24951

Reaction equation

HRID 24951 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[CH3:15][NH:16][CH3:17].C(N(C(C)C)C)(C)C>ClCCl>[CH3:15][N:16]([CH3:17])[S:10]([C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=1)(=[O:12])=[O:11]

Participants

5

Reactant 3

HCID 74044-Nitrobenzenesulfonyl chlorideHCID 10473Dimethylamine, hydrochlorideHCID 547370N,N-Diisopropylmethylamine

Product 1

HCID 2747580N,N-dimethyl-4-nitrobenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.43 g (20 mmol) of 4-nitrobenzenesulphonic acid chloride are added dropwise at 0° C. to a solution of 2.45 g (30 mmol) of dimethylamine-hydrochloride and 6.46 g (50 mmol) of N,N-diisopropyl-N-methylamine in 30 ml of dichloromethane. The mixture is stirred for 18 hours at ambient temperature. Then the reaction solution is washed with water and dilute hydrochloric acid, dried over magnesium sulphate and evaporated to dryness.

Workup

  1. washThen the reaction solution is washed with water and dilute hydrochloric acid
  2. dry with materialdried over magnesium sulphate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-fa275b5c963c420186aa69e2eb377b96
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Linked notes

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