2-Methyl-5-methylamino-6-nitro-pyridine → HCID 18412465, compound

HRID 2288330Notes

Reaction equation

HRID 2288330 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH3:9])=[C:4]([N+:10]([O-])=O)[N:3]=1>C(OCC)(=O)C.[Ni]>[NH2:10][C:4]1[C:5]([NH:8][CH3:9])=[CH:6][CH:7]=[C:2]([CH3:1])[N:3]=1

Participants

4

Reactant 1

HCID 149295782-Methyl-5-methylamino-6-nitro-pyridine

Product 1

HCID 18412465HCID 18412465, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8857Ethyl AcetateSolvent

Procedure

8.35 g (50 mMol) of 2-Methyl-5-methylamino-6-nitro-pyridine (Heterocycles 38, 529 (1994)) were dissolved in 300 l ethyl acetate and hydrogenated with 1.5 g Raney nickel for 3.5 hours at room temperature. Then the catalyst was filtered off and the filtrate was evaporated down. After crystallisation of the resulting residue from petroleum ether, 5.75 g (84% of theory) were obtained as olive-green crystals. C7H11N3 (137.20) Melting point: 112-113° C.

Workup

  1. filtrationThen the catalyst was filtered off
  2. customthe filtrate was evaporated down
  3. customAfter crystallisation of the resulting residue from petroleum ether
  4. custom5.75 g (84% of theory) were obtained as olive-green crystals

Sources & evidence

ORD record
ord-6ac55df5c2784a52a1667e9bd414dd50
Source dataset
uspto-grants-2000_07
Patent number
US06087380

Reaction notes

Loading…