N-Phenylhydroxylamine → Nitrosobenzene

HRID 1164698Notes

Reaction equation

HRID 1164698 reaction equation
[C:1]1([NH:7][OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([Te:17]([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)=O)=[CH:13][CH:12]=1>C(Cl)(Cl)Cl>[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([Te:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)=[CH:24][CH:23]=1.[N:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)=[O:8]

Participants

5

Reactant 2

HCID 7518N-PhenylhydroxylamineHCID 3044917Bis(p-methoxyphenyl) telluroxide

Product 2

HCID 11473NitrosobenzeneYield 90%HCID 4605422Benzene, 1,1'-tellurobis[4-methoxy-Yield 88%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Phenylhydroxylamine (109 mg, 1 mmol) and bis-(p-methoxyphenyl)-telluroxide (376 mg, 1.05 mmol) were stirred in chloroform (4 ml) at room temperature under nitrogen for 0.1 h. Evaporation of the solvent and column chromatography (petroleum ether-ethyl acetate 9:1) gave bis-(p-methoxyphenyl)-telluride (150 mg, 88%) and nitrosobenzene (96 mg, 90%) m.p. 66°-68°).

Workup

  1. customEvaporation of the solvent and column chromatography (petroleum ether-ethyl acetate 9:1)

Sources & evidence

ORD record
ord-8c48d2137ddb4b98b98fab7680aeb140
Source dataset
uspto-grants-1983_01
Patent number
US04370497

Reaction notes

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