6-Chloro-2-nitropyridin-3-amine → 6-Chloropyridine-2,3-diamine
Reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([N+:8]([O-])=O)[C:5]([NH2:11])=[CH:4][CH:3]=1>[Ni].CO>[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[C:5]([NH2:11])=[CH:4][CH:3]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 6-chloro-2-nitropyridin-3-amine (E-23) (8.8 g, 51 mmol, 1.0 eq) and Raney nickel (0.88 g) in Methanol (100 mL) was stirred under hydrogen at RT for 24 h, then filtered and the filtrate was concentrated in vacuo to afford the desired product 6-chloropyridine-2,3-diamine (E-24) (7 g, 95.6% yield) as a pale solid. ESI-MS m/z: 144.05[M+H]+.
Workup
- filtrationfiltered
- concentrationthe filtrate was concentrated in vacuo
Sources & evidence
- ORD record
- ord-39e65342d8764118be4671ec8605e277
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09359352B2
Reaction notes
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