5-Chloro-2-nitroaniline → 4-Chloro-1,2-diaminobenzene
Reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:9]([O-])=O)=[C:6]([CH:8]=1)[NH2:7]>C(OCC)C.[Zn]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:9])=[C:6]([CH:8]=1)[NH2:7]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a suspension in diethyl ether (50 mL) of 5-chloro-2-nitroaniline (2.70 g, 15.6 mmol) was added zinc powder (10.2 g, 156 mmol) in portions. The reaction mixture was filtered and concentrated in vacuo to give 5-chloro-2-aminoaniline which as was used without further purification.
Workup
- filtrationThe reaction mixture was filtered
- concentrationconcentrated in vacuo
Sources & evidence
- ORD record
- ord-8942ec119ccc4365abfd9fb348b2641a
- Source dataset
- uspto-grants-1996_01
- Patent number
- US05486525
Reaction notes
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