Ammonia → Indoaniline

HRID 1389731

Reaction equation

HRID 1389731 reaction equation
[C:1]1(N)[C:6](F)=[C:5](F)[C:4](F)=[C:3]([NH2:10])[C:2]=1F.Cl.Cl.[NH3:15].N[C:17]1[C:18](C)=[C:19]([OH:24])[C:20](C)=[CH:21][CH:22]=1.OO>O>[CH:17]1[C:22](=[N:10][C:3]2[CH:4]=[CH:5][C:6]([NH2:15])=[CH:1][CH:2]=2)[CH:21]=[CH:20][C:19](=[O:24])[CH:18]=1

Participants

6

Reactant 4

HCID 222Ammonia2×HCID 784Hydrogen PeroxideHCID 814773-Amino-2,6-dimethylphenolHCID 149026Tetrafluoro-m-phenylenediamine dihydrochloride

Product 1

HCID 24748760Indoaniline

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

0.01 mole (2.11 g) methoxyparaphenylenediamine dihydrochloride is dissolved in 100 cc water and the pH thereof is adjusted to 8 by addition of ammonia. This solution is immediately added to 0.01 mole (1.37 g) 3-amino-2,6-dimethyl phenol, preliminarily dissolved in 100 cc water. There are added to this resulting mixture 30 cc ammonia 22° Be' and 130 cc hydrogen peroxide to make 20 volumes, and the mixture is allowed to stand at room temperature for four hours. On filtering the reaction mixture on a suction filter there are obtained 1.8 g of the above indoaniline in crystalline form which melts at 217°. After a recrystallization from a mixture of dimethylformamide and water, the said indoaniline exhibited the same melting point.

Workup

  1. filtrationOn filtering the reaction mixture on a suction
  2. filtrationfilter there

Sources & evidence

ORD record
ord-ea611a1a0e6b4cab99711c61ba636b61
Source dataset
uspto-grants-1981_01
Patent number
US04246181

Linked notes

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