Potassium Cyanide → 1-Amino-4-cyano-2-naphthol

HRID 1585170Notes

Reaction equation

HRID 1585170 reaction equation
[C-:1]#[N:2].[K+].[OH:4][C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]=1[N:15]=NC1C=CC(S([O-])(=O)=O)=CC=1.[Na+]>O>[C:1]([C:13]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([NH2:15])=[C:5]([OH:4])[CH:14]=1)#[N:2]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 135442941C.I. Acid Orange 7

Product 1

HCID 1708391-Amino-4-cyano-2-naphtholYield 55.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 g (0.46 mol) of potassium cyanide are added to a solution of sodium 4-(2-hydroxy-1-naphthylazo)benzenesulfonate (10 g, 28.5 mmol) in 120 ml of water. After 2 days at 90° C., the mixture is filtered and the filtrate is saturated with carbon dioxide. The yellow precipitate is filtered off to give 2.9 g (55%) of 4-cyano-2-hydroxynaphthylamine (V).

Workup

  1. filtrationthe mixture is filtered
  2. filtrationThe yellow precipitate is filtered off

Sources & evidence

ORD record
ord-42978b8d29e2441fbef9fce85f8aaed0
Source dataset
uspto-grants-1999_08
Patent number
US05936016

Reaction notes

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