2,3-Dimethyl-6-nitroquinoxaline → 6-Quinoxalinamine, 2,3-dimethyl-

HRID 1719495Notes

Reaction equation

HRID 1719495 reaction equation
[CH3:1][C:2]1[C:11]([CH3:12])=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([N+:13]([O-])=O)[CH:8]=2)[N:3]=1.[H][H]>[Pd]>[NH2:13][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([CH3:1])[C:11]([CH3:12])=[N:10]2

Participants

4

Reactant 2

HCID 6089992,3-Dimethyl-6-nitroquinoxalineHCID 178418361HCID 178418361, compound

Product 1

HCID 1460536-Quinoxalinamine, 2,3-dimethyl-

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A near solution of 2,3-dimethyl-6-nitroquinoxaline (62.9 g, 0.31 mole) in 1 L of absolute alcohol (Mallinkrodt) was hydrogenated in Parr apparatus using 5% Palladium on carbon 50% wet catalyst (Englehard). Hydrogen uptake (100% of theory) in 2 hours was noted. After the reduction stopped the catalyst was removed by filtration and the filtrate remaining concentrated to dryness in vacuo. The residue remaining was used without further purification as an intermediate in part C. Yield 52 g (96%).

Workup

  1. customwas removed by filtration
  2. concentrationthe filtrate remaining concentrated to dryness in vacuo
  3. customThe residue remaining was used without further purification as an intermediate in part C

Sources & evidence

ORD record
ord-3760b66f7ddb4819b045f7fdcfb7243d
Source dataset
uspto-grants-1985_09
Patent number
US04540693

Reaction notes

Loading…