2-[(3-NITRO-2-PYRIDINYL)AMINO]ETHANOL → 2-[(3-Aminopyridin-2-yl)amino]ethan-1-ol

HRID 232032Notes

Reaction equation

HRID 232032 reaction equation
[OH:1][CH2:2][CH2:3][NH:4][C:5]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[CH:7][N:6]=1>C(O)C.[Pd]>[OH:1][CH2:2][CH2:3][NH:4][C:5]1[C:10]([NH2:11])=[CH:9][CH:8]=[CH:7][N:6]=1

Participants

4

Reactant 1

HCID 50584182-[(3-NITRO-2-PYRIDINYL)AMINO]ETHANOL

Product 1

HCID 157187622-[(3-Aminopyridin-2-yl)amino]ethan-1-olYield 56.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-(2-Hydroxyethylamino)-3-nitropyridine (8.9 g) was dissolved in ethanol (200 ml) and hydrogenated over 5% palladium on charcoal (400 mg) at 50 p.s.i. (3.45 bar) for 21/2 hours. The reaction mixture was filtered and the ethanol removed under reduced pressure, yielding the title compound (4.2 g, 56%) as a dark oil which was used without purification in 1(b) below.

Workup

  1. custom2 hours
  2. filtrationThe reaction mixture was filtered
  3. customthe ethanol removed under reduced pressure

Sources & evidence

ORD record
ord-49ce46402d664f128ab62857e200e773
Source dataset
uspto-grants-1989_07
Patent number
US04851412

Reaction notes

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