Tetrafluoro-m-phenylenediamine dihydrochloride → 2-[[2-(4-Aminophenylamino)ethyl]-(2-hydroxyethyl)amino]ethanol dihydrochloride

HRID 734160Notes

Reaction equation

HRID 734160 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][N:13]([CH2:17][CH2:18][OH:19])[CH2:14][CH2:15][OH:16])=[CH:6][CH:5]=1)([O-])=O.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:32].Cl>[Zn].[Cl-].[NH4+].O.C(O)C>[ClH:32].[ClH:32].[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][N:13]([CH2:17][CH2:18][OH:19])[CH2:14][CH2:15][OH:16])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 57841523HCID 57841523, compound

Product 1

HCID 688179672-[[2-(4-Aminophenylamino)ethyl]-(2-hydroxyethyl)amino]ethanol dihydrochloride

Reagents, catalysts & solvents 1

HCID 131726756ZINC ammonium chloride water ethanolCatalyst

Procedure

The 2-[[2-(4-nitrophenylamino)ethyl]-(2-hydroxyethyl)amino]ethanol (19) obtained above was reduced with a boiling zinc/ammonium chloride/water/ethanol mixture. The corresponding amine was isolated in dihydrochloride form.

Sources & evidence

ORD record
ord-a7e2a5b927bc4c82965916859d9ff6db
Source dataset
uspto-grants-2009_09
Patent number
US07591860B2

Reaction notes

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