2'-Aminoacetophenone → HCID 86759671, compound

HRID 1816274Notes

Reaction equation

HRID 1816274 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=O)[CH3:9].[ClH:11].[O:12]([NH2:14])[CH3:13]>C(O)C>[ClH:11].[CH3:13][O:12][N:14]=[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[NH2:1])[CH3:9]

Participants

4

Reactant 2

HCID 110862'-AminoacetophenoneHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 86759671HCID 86759671, compoundYield 14.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a 250-mL rotted bottom flask were added 2′-aminoacetophenone (3.0 g, 22.2 mmol), methoxylamine hydrochloride (2.0 g, 24.4 mmol, 1.1 eq) and ethanol (30 mL). The reaction mixture was heated at reflux with stirring under a nitrogen atmosphere for 3 h. The oil bath was removed and the reaction mixture was allowed to cool at room temperature. The reaction mixture was filtered and the filtered solid was washed with ethanol followed by diethyl ether to give 0.64 g of 1-(2-aminophenyl)-1-ethanone O-methyloxime hydrochloride as a white solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux
  3. customThe oil bath was removed
  4. filtrationThe reaction mixture was filtered
  5. washthe filtered solid was washed with ethanol

Sources & evidence

ORD record
ord-a1519c8ff0ca4fa78f396fddb0c7b28d
Source dataset
uspto-grants-2005_04
Patent number
US06884801B1

Reaction notes

Loading…