6-Nitro-o-anisidine → 3-Methoxybenzene-1,2-diamine
Reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[O:11][CH3:12]>C(OCC)(=O)C.[Pd]>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:11][CH3:12]Participants
4
Reagents, catalysts & solvents 2
Procedure
2-Amino-3-nitroanisole (4.3 g) was hydrogenated in ethyl acetate (200 ml) using catalytic 10% palladium on charcoal under an atmosphere of hydrogen at ambient temperature. Once complete the reaction mixture was filtered through Celite and the filtrate evaporated in vacuo to afford the title compound as a brown liquid (3.60 g).
Workup
- customat ambient temperature
- filtrationwas filtered through Celite
- customthe filtrate evaporated in vacuo
Sources & evidence
- ORD record
- ord-1931361c855c4e49b5bf142cad92b2bd
- Source dataset
- uspto-grants-2002_03
- Patent number
- US06353010B1
Reaction notes
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