Water → 1,6-Dichloro-2-aminonaphthalene

HRID 1270773Notes

Reaction equation

HRID 1270773 reaction equation
C(OC(=O)[NH:5][C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[C:11]([Cl:16])[CH:12]=2)[C:7]=1[Cl:17])C.[OH-].[K+].O>C(O)C>[Cl:17][C:7]1[C:8]2[C:13](=[CH:12][C:11]([Cl:16])=[CH:10][CH:9]=2)[CH:14]=[CH:15][C:6]=1[NH2:5]

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 68803921N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester

Product 1

HCID 184514791,6-Dichloro-2-aminonaphthalene

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of N-(1,6-dichloro-2-naphthyl)carbamic acid ethyl ester (750 mg, 2.64 mmol) and KOH (1.78 mg, 31.7 mmol) in ethanol (20 mL) is heated to reflux temperature under a N2 atmosphere for 12 hours. After cooling to room temperature, water (10 mL) is added. The resulting precipitation is removed by filtration to give 1,6-dichloro-2-aminonaphthalene as a solid.

Workup

  1. temperatureis heated
  2. temperatureto reflux temperature under a N2 atmosphere for 12 hours
  3. customThe resulting precipitation
  4. customis removed by filtration

Sources & evidence

ORD record
ord-fda9c74ec485406bab2b56cdd6fbde73
Source dataset
uspto-grants-2007_04
Patent number
US07202364B2

Reaction notes

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