Propylamine → 2,4-dichloro-N-propylbenzenesulfonamide

HRID 23925

Reaction equation

HRID 23925 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9](Cl)(=[O:11])=[O:10].[CH2:13]([NH2:16])[CH2:14][CH3:15]>C(O)CCC>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[S:9](=[O:11])(=[O:10])[NH:16][CH2:13][CH2:14][CH3:15]

Participants

4

Reactant 2

HCID 7852PropylamineHCID 204419Benzenesulfonyl chloride, 2,4-dichloro-

Product 1

HCID 220249232,4-dichloro-N-propylbenzenesulfonamide

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

2,4-Dichlorobenzenesulphonyl chloride (500 mg 2.1 mmol) and 1-propylamine (0.2 ml, 2.4 mmol) in n-butanol (10 ml) was heated at reflux for 48 hour. The volatiles were removed by evaporation and the residue triturated with ether and the product collected by filtration to give the title compound. NMR: 0.78 (t, 3H), 1.35 (q, 2H), 2.79 (t, 2H), 7.60 (dd, 1H), 7.84 (d, 1H), 7.92 (d, 2H)

Workup

  1. temperatureat reflux for 48 hour
  2. customThe volatiles were removed by evaporation
  3. customthe residue triturated with ether
  4. filtrationthe product collected by filtration

Sources & evidence

ORD record
ord-37be21b4eed649eda844f890b04888da
Source dataset
uspto-grants-2005_02
Patent number
US06855719B1

Linked notes

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