Methane → HCID 22756872, compound

HRID 65998Notes

Reaction equation

HRID 65998 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]=[O:11].[CH4:13].CS(O)(=O)=O>C(Cl)Cl>[C:3]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]([C:13]1[CH:7]=[CH:6][C:5]([N:10]=[O:11])=[C:4]([C:3]([O:2][CH3:1])=[O:12])[CH:9]=1)[OH:11])([O:2][CH3:1])=[O:12]

Participants

5

Reactant 3

HCID 297MethaneHCID 6395Methanesulfonic AcidHCID 10877472Benzoic acid, 2-nitroso-, methyl ester

Product 1

HCID 22756872HCID 22756872, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

8.2 g (50 mmol) of 2-nitroso-benzoic acid methyl ester were dissolved in 50 ml of methylene chloride and 7.2 g (75 mmol) of methane solufonic acid added thereto at 0° C. Upon addition of the methane sulfonic acid, the green solution turned dark red. During the entire duration of the reaction the temperature of the reaction mixture did not exceed 10° C. After 1 hour (as described in detail in previous Examples), the solution was sprayed onto water under a vacuum and the methylene chloride removed at the same time. By means of filtration it was possible to obtain 3.6 g (44% of theoretical) of N-(2-carbomethoxyphenyl)-N-(3-carbomethoxy-4-nitrosophenyl)-hydroxylamine in the form of a beige powder (decomposition from 85° C. on), the identity of which was ascertained by means of elementary analysis, titration and spectra (NMR, UV, IR).

Workup

  1. customat 0° C
  2. customDuring the entire duration of the reaction the temperature of the reaction mixture
  3. customdid not exceed 10° C
  4. customthe methylene chloride removed at the same time
  5. filtrationBy means of filtration it

Sources & evidence

ORD record
ord-1ee9b8b463bc44748b9f191881ff1b52
Source dataset
uspto-grants-1978_12
Patent number
US04129740

Reaction notes

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