Dimethylformamide → 2,6-Dibromo-1,4-phenylenediamine
Reaction equation
[Br:1][C:2]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[C:5]([Br:12])[C:3]=1[NH2:4].C(OCC)(=O)C.CN(C)C=O>C(O)C.[Pt]>[NH2:4][C:3]1[C:2]([Br:1])=[CH:8][C:7]([NH2:9])=[CH:6][C:5]=1[Br:12]Participants
6
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
3.0 g of 2,6-dibromo-4-nitro-aniline are dissolved in 150 ml of ethanol, 150 ml of ethyl acetate and 30 ml of dimethylformamide and, after addition of 0.5 g of platinum-on-charcoal (5%), are hydrogenated in a Parr apparatus at room temperature under a hydrogen pressure of 1.5 bar for 1 hour. After cooling, the mixture is filtered, the solvent is distilled off in a rotary evaporator and the residue is purified by column chromatography.
Workup
- customare hydrogenated in a Parr apparatus at room temperature under a hydrogen
- customfor 1 hour
- temperatureAfter cooling
- filtrationthe mixture is filtered
- distillationthe solvent is distilled off in a rotary evaporator
- customthe residue is purified by column chromatography
Sources & evidence
- ORD record
- ord-8b2f955d9d184db98e857024beb0a8d0
- Source dataset
- uspto-grants-1998_01
- Patent number
- US05707989
Reaction notes
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