2,4,5-Trichloroaniline → (Methylsulfonyl)(2,4,5-trichlorophenyl)amine

HRID 2397176Notes

Reaction equation

HRID 2397176 reaction equation
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([Cl:10])=[CH:5][C:3]=1[NH2:4].[CH3:11][S:12](Cl)(=[O:14])=[O:13]>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[C:6]([Cl:10])=[CH:5][C:3]=1[NH:4][S:12]([CH3:11])(=[O:14])=[O:13]

Participants

4

Reactant 2

HCID 124872,4,5-TrichloroanilineHCID 31297Methanesulfonyl chloride

Product 1

HCID 2427123(Methylsulfonyl)(2,4,5-trichlorophenyl)amine

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 2,4,5-trichloroaniline (39.3 g.), methane sulfonyl chloride (22.9 g.) and 100 ml. of xylene were heated together under reflux conditions for 18 hours. The mixture was then allowed to cool, which formed a brown precipitate. The product was worked up in the same manner as set forth in Example 1 to yield 24.0 g. of product, m.p. 144°-145° C.

Workup

  1. temperatureto cool
  2. customwhich formed a brown precipitate
  3. customto yield 24.0 g

Sources & evidence

ORD record
ord-17bfbc77433440f39df9c430013d6494
Source dataset
uspto-grants-1977_05
Patent number
US04021229

Reaction notes

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