2-Ethylamino-3-nitropyridine → N~2~-Ethylpyridine-2,3-diamine

HRID 2229301Notes

Reaction equation

HRID 2229301 reaction equation
[CH2:1]([NH:3][C:4]1[C:9]([N+:10]([O-])=O)=[CH:8][CH:7]=[CH:6][N:5]=1)[CH3:2]>CO.[OH-].[OH-].[Pd+2]>[NH2:10][C:9]1[C:4]([NH:3][CH2:1][CH3:2])=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 120157272-Ethylamino-3-nitropyridine

Product 1

HCID 13451717N~2~-Ethylpyridine-2,3-diamineYield 88%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A solution of 2-(ethylamino)-3-nitropyridine (52 g) in MeOH (600 mL) was stirred overnight at room temperature under hydrogen (1 atm.) in the presence of 20% Pd(OH)2/C (10.4 g). The catalyst was removed by filtration through diatomaceous earth. The filtrate was concentrated under reduced pressure to give the title compound as a black solid (39 g, 88% yield over steps a) and b).

Workup

  1. customThe catalyst was removed by filtration through diatomaceous earth
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-ed02f0acdc7a4cd68c93c0f26d81ab5b
Source dataset
uspto-grants-2002_07
Patent number
US06420359B1

Reaction notes

Loading…