Methylamine → N-methyl-4-nitro-2-trichloromethylphenylsulfenamide

HRID 443771Notes

Reaction equation

HRID 443771 reaction equation
[CH3:1][NH2:2].[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([S:12]Cl)=[C:8]([C:14]([Cl:17])([Cl:16])[Cl:15])[CH:7]=1)([O-:5])=[O:4]>C(OCC)C>[CH3:1][NH:2][S:12][C:9]1[CH:10]=[CH:11][C:6]([N+:3]([O-:5])=[O:4])=[CH:7][C:8]=1[C:14]([Cl:17])([Cl:16])[Cl:15]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 127635554-Nitro-2-trichloromethylbenzenesulfenyl chloride

Product 1

HCID 23465359N-methyl-4-nitro-2-trichloromethylphenylsulfenamideYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
25 °C

Procedure

At 0° C., 10 liters of methylamine is passed into a solution of 61.4 g of 4-nitro-2-trichloromethylbenzenesulfenyl chloride in 200 ml of diethyl ether. After the mixture has been stirred for 6 hours at 25° C., it is poured onto ice water, and the aqueous phase is separated and evaporated to dryness. There is obtained 51 g (85% of theory) of N-methyl-4-nitro-2-trichloromethylphenylsulfenamide as an oil (nD20 :1.6610).

Workup

  1. customAt 0° C.
  2. additionit is poured onto ice water
  3. customthe aqueous phase is separated
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-84de7db69b0b4b8cbdba3569c31b7cd5
Source dataset
uspto-grants-1981_04
Patent number
US04261924

Reaction notes

Loading…