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

HRID 1834717Notes

Reaction equation

HRID 1834717 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-2bf8e2397bd34e50ba14ae1ff922b829
Source dataset
uspto-grants-1978_01
Patent number
US04071351

Reaction notes

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