N-(2-Methoxy-5-nitrobenzyl)acetamide → HCID 58629454, compound

HRID 131667Notes

Reaction equation

HRID 131667 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][C:4]=1[CH2:5][NH:6][C:7](=[O:9])[CH3:8].[H][H]>[Pd].C(O)C>[C:7]([NH:6][CH2:5][C:4]1[CH:10]=[C:11]([CH:12]=[CH:13][C:3]=1[O:2][CH3:1])[NH2:14])(=[O:9])[CH3:8]

Participants

5

Reactant 2

HCID 20650534N-(2-Methoxy-5-nitrobenzyl)acetamideHCID 178418361HCID 178418361, compound

Product 1

HCID 58629454HCID 58629454, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

N-(2-Methoxy-5-nitrobenzyl)acetamide (5 g), with palladium on carbon (1 g) in ethanol (50 ml) was hydrogenated at room temperature under 104 tms. of hydrogen. The reaction was filtered through celite and the ethanol distilled from the filtrate. The residue was recrystallised from benzene to give 3-(acetylaminomethyl)-4-methoxyaniline as pale brown needles. MP; 123-125° C.

Workup

  1. customwas hydrogenated at room temperature under 104 tms
  2. filtrationThe reaction was filtered through celite
  3. distillationthe ethanol distilled from the filtrate
  4. customThe residue was recrystallised from benzene

Sources & evidence

ORD record
ord-2ef501d97cf64e05a715175de250eed0
Source dataset
uspto-grants-2008_06
Patent number
US07384963B2

Reaction notes

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