4-Amino-3-nitrobenzonitrile → 3,4-Diaminobenzonitrile
Reaction equation
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:10]([O-])=O>C(OCC)(=O)C.[Pd]>[NH2:10][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:2]=1[NH2:1])[C:6]#[N:7]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 23 °C
Procedure
4-Amino 3-nitro-benzonitrile (5.0 g, 0.03 moles) was dissolved in ethyl acetate then treated with 2.5 g of 10% Pd/C. The reaction mixture was flushed with hydrogen and allowed to stir overnight at 23° C. The reaction was not quite complete so 0.5 g more 10% Pd/C was added. After 2 hours the reaction was complete. The solution was filtered through celite, concentrated and used without further purification (4.67 g).
Workup
- customThe reaction mixture was flushed with hydrogen
- additionwas added
- waitAfter 2 hours the reaction was complete
- filtrationThe solution was filtered through celite,
- concentrationconcentrated
- customused without further purification (4.67 g)
Sources & evidence
- ORD record
- ord-c4933391c8474d16a7beb601578a2ea4
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06133319
Reaction notes
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