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

HRID 838794
Notes
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Reaction equation

HRID 838794 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-821e4309e95646ffa6a425d6d741ea1e
Source dataset
uspto-grants-1978_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04093445

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes