Ammonia → Indoaniline

HRID 653015

Reaction equation

HRID 653015 reaction equation
[C:1]1(N)[C:6](F)=[C:5](F)[C:4](F)=[C:3]([NH2:10])[C:2]=1F.Cl.Cl.C[C:16]1[CH:21]=[CH:20][C:19](NC)=[CH:18][C:17]=1[OH:24].OO.[NH3:27]>O>[CH:21]1[C:20](=[N:10][C:3]2[CH:4]=[CH:5][C:6]([NH2:27])=[CH:1][CH:2]=2)[CH:19]=[CH:18][C:17](=[O:24])[CH:16]=1

Participants

6

Reactant 4

HCID 222Ammonia2×HCID 784Hydrogen PeroxideHCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 158012472-Methyl-5-(methylamino)phenol

Product 1

HCID 24748760Indoaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

0.05 mole (10.55 g) methoxyparaphenylenediamine dihydrochloride is dissolved in 250 cc water and the pH is adjusted to 8 by addition thereto of ammonia. This solution is immediately added to 0.025 mole (3.5 g) 2-methyl 5-methylamino phenol previously dissolved in 250 cc water and to which 75 cc ammonia 22° Be have been added. 300 cc hydrogen peroxide are added to the mixture to 20 volumes and then the mixture is allowed to stand at room temperature for 4 hours. By filtering the mixture, there are then obtained 4.17 g of the above indoaniline in crystalline form, which, after washing with water and recrystallization from a mixture of acetone and water, exhibits a melting point of 125°.

Workup

  1. additionthe pH is adjusted to 8 by addition
  2. additionhave been added
  3. filtrationBy filtering the mixture, there

Sources & evidence

ORD record
ord-e6d66bfcafa1427d8f023721d20031f8
Source dataset
uspto-grants-1987_06
Patent number
US04675130

Linked notes

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