2,6-Dichloro-3-nitropyridin-4-amine → 2,6-Dichloropyridine-3,4-diamine

HRID 551063Notes

Reaction equation

HRID 551063 reaction equation
[Cl:1][C:2]1[C:7]([N+:8]([O-])=O)=[C:6]([NH2:11])[CH:5]=[C:4]([Cl:12])[N:3]=1>CO.[Ni]>[Cl:1][C:2]1[C:7]([NH2:8])=[C:6]([NH2:11])[CH:5]=[C:4]([Cl:12])[N:3]=1

Participants

4

Reactant 1

HCID 2827402,6-Dichloro-3-nitropyridin-4-amine

Product 1

HCID 109319872,6-Dichloropyridine-3,4-diamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2,6-dichloro-3-nitro-pyridin-4-amine (2.6 g, 14.4 mmol) from Step A in MeOH (150 mL) was added Raney Nickel catalyst (2 g) and the reaction agitated under a hydrogen atmosphere in a Parr apparatus (35 p.s.i.) for 2 h. The reaction mixture was filtered through a pad of Celite and concentrated to yield the title compound. MS: m/z=179 (M+1).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-be577529dd154602b23caa585aa07625
Source dataset
uspto-grants-2011_05
Patent number
US07947677B2

Reaction notes

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