2-(2,6-Dinitroanilino)ethan-1-ol → HCID 23362032, compound

HRID 1628576Notes

Reaction equation

HRID 1628576 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[NH:13][CH2:14][CH2:15][OH:16])([O-])=O>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH:13][CH2:14][CH2:15][OH:16]

Participants

4

Reactant 1

HCID 233620182-(2,6-Dinitroanilino)ethan-1-ol

Product 1

HCID 23362032HCID 23362032, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Under hydrogen gas atmosphere, a mixture of 2-[(2,6-dinitrophenyl)amino]ethanol (5.54 g, 24.4 mmol) and 10% palladium on carbon (50% wet, 1.1 g) in tetrahydrofuran (240 mL) was stirred at room temperature for 2 h. The reaction mixture was filtered and concentrated in vacuo to give the title compound as a brown oil (3.63 g, 21.7 mmol, 89%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-5b819a36f22c484a96bdba3320a3cd0a
Source dataset
uspto-grants-2014_07
Patent number
US08785460B2

Reaction notes

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