Methylamine → 3-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzene N-methylsulfenamide

HRID 485620Notes

Reaction equation

HRID 485620 reaction equation
[CH3:1][NH2:2].[Cl:3][C:4]1[CH:21]=[C:20]([C:22]([F:25])([F:24])[F:23])[CH:19]=[CH:18][C:5]=1[O:6][C:7]1[CH:8]=[C:9]([S:16]Cl)[C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=1>CCOCC>[Cl:3][C:4]1[CH:21]=[C:20]([C:22]([F:23])([F:25])[F:24])[CH:19]=[CH:18][C:5]=1[O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:13]([O-:15])=[O:14])=[CH:11][CH:12]=1.[CH3:1][NH:2][SH:16]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 13246608HCID 13246608, compound

Product 1

HCID 867402683-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzene N-methylsulfenamideYield 95%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

3.1 g of methylamine in the form of a 40% strength aqueous solution were added to a solution of 19.2 parts by weight of 3-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzenesulfenyl chloride in 100 parts by volume of ether, and stirring was continued for a further 2 hours at room temperature. The organic phase was separated off, dried with magnesium sulfate, filtered, and evaporated down under reduced pressure. 17.5 parts by weight (95% yield) of 3-(2'-chloro-4'-trifluoromethylphenoxy)-6-nitrobenzene-N-methylsulfenamide of refractive index nD25 : 1.6109 were obtained (compound No. 5).

Workup

  1. customThe organic phase was separated off
  2. dry with materialdried with magnesium sulfate
  3. filtrationfiltered
  4. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-92db66c6937445a49868ecfa2e625f80
Source dataset
uspto-grants-1985_08
Patent number
US04537621

Reaction notes

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