4-Nitroaniline → N-(4-nitrophenyl)-3-chloropropane-1-sulfonamide

HRID 1268817Notes

Reaction equation

HRID 1268817 reaction equation
[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH2:8])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Cl:11][CH2:12][CH2:13][CH2:14][S:15](Cl)(=[O:17])=[O:16]>N1C=CC=CC=1>[N+:1]([C:4]1[CH:10]=[CH:9][C:7]([NH:8][S:15]([CH2:14][CH2:13][CH2:12][Cl:11])(=[O:17])=[O:16])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 74754-NitroanilineHCID 154103-Chloropropanesulphonyl chloride

Product 1

HCID 17988807N-(4-nitrophenyl)-3-chloropropane-1-sulfonamide

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 5.00 g (36.2 mmol) of 4-nitroaniline and 6.41 g (36.2 mmol) of 3-chloropropanesulfonyl chloride in 20 ml of pyridine is stirred overnight at room temperature. The reaction mixture is then poured onto ice. The precipitate which deposits in the process is filtered off with suction and dried, giving N-(4-nitrophenyl)-3-chloropropane-1-sulfonamide as a yellowish solid; ESI 279.

Workup

  1. additionThe reaction mixture is then poured onto ice
  2. filtrationis filtered off with suction
  3. customdried

Sources & evidence

ORD record
ord-dad8a22826ee4ef1ae0115a041e9ed1e
Source dataset
uspto-grants-2007_04
Patent number
US07199133B2

Reaction notes

Loading…