Water → N-(2-methylphenyl)-N-(3-methyl-4-nitrosophenyl)-hydroxylamine

HRID 65997Notes

Reaction equation

HRID 65997 reaction equation
[N:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:9])=[O:2].CS(O)(=O)=O.[OH2:15]>C(Cl)Cl>[CH3:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[N:1]([C:6]1[CH:7]=[CH:8][C:3]([N:1]=[O:15])=[C:4]([CH3:9])[CH:5]=1)[OH:2]

Participants

5

Reactant 3

HCID 962WaterHCID 6395Methanesulfonic AcidHCID 119092-Nitrosotoluene

Product 1

HCID 22756874N-(2-methylphenyl)-N-(3-methyl-4-nitrosophenyl)-hydroxylamine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

4.982 g of 97% ortho-nitrosotoluene (41.12 mmol) were dissolved in 20 ml of methylene chloride at room temperature and 5.93 g of 98% methane sulfonic acid (61.7 mmol = molar ratio of 1:1.5) added thereto in the course of 2 minutes. Stirring was continued for one-half hour at room temperature and subsequently the dark brown, clear solution sprayed into water of 30° C. under a vacuum, whereby the methylene chloride was distilled off simultaneously. By means of filtration, it was possible to obtain 4.85 g = 97% of theoretical, of N-(2-methylphenyl)-N-(3-methyl-4-nitrosophenyl)-hydroxylamine in the form of a light yellow powder.

Workup

  1. customin the course of 2 minutes
  2. waitwas continued for one-half hour at room temperature
  3. distillationwas distilled off simultaneously
  4. filtrationBy means of filtration, it

Sources & evidence

ORD record
ord-0bbf389d04f940a2abae2aa93a965af9
Source dataset
uspto-grants-1978_12
Patent number
US04129740

Reaction notes

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