N-Phenylhydroxylamine → 1-(4-chlorophenyl)-N-phenylmethanimine oxide

HRID 27919

Reaction equation

HRID 27919 reaction equation
[C:1]1([NH:7][OH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:9][C:10]1[CH:25]=[CH:24][C:13]([CH:14]=NC2C=CC(Cl)=CC=2C)=[CH:12][CH:11]=1>CCOCC>[Cl:9][C:10]1[CH:25]=[CH:24][C:13]([CH:14]=[N+:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[O-:8])=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7518N-PhenylhydroxylamineHCID 13017552N-(p-Chlorobenzylidene)-2-methyl-4-chloroaniline

Product 1

HCID 2545041-(4-chlorophenyl)-N-phenylmethanimine oxide

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

N-phenylhydroxylamine (0.052 mole) was dissolved in ether (20 cc). This solution was treated with N-(p-chlorobenzylidene)-2-methyl-4-chloroaniline (13.8 g.) dissolved in ether (50 cc). After 15 min., white crystals had begun to form. Filtration and washing with ether gave α-p-chlorophenyl-N-phenylnitrone.

Workup

  1. customto form
  2. filtrationFiltration
  3. washwashing with ether

Sources & evidence

ORD record
ord-0e12529043b64c969cf8dc80bad688c5
Source dataset
uspto-grants-1980_09
Patent number
US04224340

Linked notes

Loading…