2-(2-Nitrophenoxy)acetamide → HCID 20283931, compound

HRID 863249Notes

Reaction equation

HRID 863249 reaction equation
[C:1]([CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-])=O)(=[O:3])[NH2:2]>O1CCCC1.[Pd]>[C:1]([CH2:4][O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[NH2:12])(=[O:3])[NH2:2]

Participants

4

Reactant 1

HCID 49318272-(2-Nitrophenoxy)acetamide

Product 1

HCID 20283931HCID 20283931, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.0 g of 2-(carbamoylmethoxy)nitrobenzene are hydrogenated in the presence of 100 mg of palladium-on-charcoal (10% of Pd) in 50 ml of tetrahydrofuran at room temperature under normal pressure for 2 h. The reaction mixture is filtered over Hyflo® and concentrated. 2-(Carbamoylmethoxy)aniline is obtained as white crystals: mp 117° C.; Rf (O)=0.36; FAB-MS: (M+H)+ =167; anal. calc. for C8H10N2O2 : C57.82%, H6.07%, N16.86%; found C57.71%, H6.04%, N16.87%.

Workup

  1. filtrationThe reaction mixture is filtered over Hyflo®
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-1f944dd6fabf49d19b43437021e8e25b
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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