Water → 1-Naphthalenamine, 5-nitro-

HRID 1582783

Reaction equation

HRID 1582783 reaction equation
Cl.[N+:2]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[NH2:15])([O-:4])=[O:3].O.[OH-].[Na+]>C(OCC)(=O)C>[N+:2]([C:5]1[CH:14]=[CH:13][CH:12]=[C:11]2[C:6]=1[CH:7]=[CH:8][CH:9]=[C:10]2[NH2:15])([O-:4])=[O:3]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 227190035-Nitro-1-aminonaphthalene hydrochloride

Product 1

HCID 767591-Naphthalenamine, 5-nitro-

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To 5-nitro-1-aminonaphthalene hydrochloride were added water and ethyl acetate. To the mixture was further added a 10% aqueous sodium hydroxide until the aqueous phase became pH 8. Then, the organic phase was separated and the aqueous phase was further extracted with ethyl acetate twice. The combined organic phases were washed with an equal amount of water three times, dried over anhydrous magnesium sulfate and distilled off the solvent, to give 5-nitro-1-aminonaphthalene as a red solid.

Workup

  1. customThen, the organic phase was separated
  2. extractionthe aqueous phase was further extracted with ethyl acetate twice
  3. washThe combined organic phases were washed with an equal amount of water three times
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationdistilled off the solvent

Sources & evidence

ORD record
ord-ebe7798441894dd4910df7e859d3fd68
Source dataset
uspto-grants-2004_05
Patent number
US06737548B2

Linked notes

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