Stannous Chloride → 3,4-Diamino-5-nitrobenzonitrile
Reaction equation
[NH2:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[N+:13]([O-])=O.Cl[Sn]Cl>CCO>[NH2:13][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([N+:10]([O-:12])=[O:11])[C:2]=1[NH2:1])[C:6]#[N:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 4-amino-3,5-dinitrobenzonitrile (9.4 g, 0.045 mol) in EtOH (100 mL) was added SnCl2 (30 g, 0.16 mol). The mixture was refluxed for 1 h. The reaction was then filtered and the filtrate concentrated to afford 3,4-diamino-5-nitrobenzonitrile (3.4 g, 42%) of an orange solid.
Workup
- temperatureThe mixture was refluxed for 1 h
- filtrationThe reaction was then filtered
- concentrationthe filtrate concentrated
Sources & evidence
- ORD record
- ord-af5fc443f350485a82517404f2651223
- Source dataset
- uspto-grants-1999_08
- Patent number
- US05942532
Reaction notes
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