Ammonia → Indoaniline

HRID 1389729Notes

Reaction equation

HRID 1389729 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5](C)=[C:6](O)[CH:7]=1.[NH3:10].[OH2:11]>[Fe-3](C#N)(C#N)(C#N)(C#N)(C#N)C#N.[K+].[K+].[K+]>[CH:2]1[C:3](=[N:10][C:5]2[CH:6]=[CH:7][C:2]([NH2:1])=[CH:3][CH:4]=2)[CH:4]=[CH:5][C:6](=[O:11])[CH:7]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 962WaterHCID 178185-Amino-2-methylphenol

Product 1

HCID 24748760Indoaniline

Reagents, catalysts & solvents 1

HCID 178511488HCID 178511488, compoundCatalyst

Procedure

0.02 mole (2.46 g) 5-amino-2-methyl phenol and 0.02 mole (2.85 g) chloroparaphenylene diamine are dissolved in 200 cc water to which have been added 50 cc ammonia 22° Be'. To this mixture there is added, little by little with agitation, 0.04 mole (13.16 g) potassium ferricyanide. The reaction mass is then filtered on a suction filter and a yield of 5 g of said indoaniline is obtained. After recrystallization in a pyridine and water mixture, the said indoaniline recovered melts at 120°.

Workup

  1. additionTo this mixture there is added
  2. filtrationThe reaction mass is then filtered on a suction
  3. filtrationfilter

Sources & evidence

ORD record
ord-d1f5f52ed6224a698fddb01bb9e22db7
Source dataset
uspto-grants-1981_01
Patent number
US04246181

Reaction notes

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