Tetrafluoro-m-phenylenediamine dihydrochloride → 4-(4-Amino-3-methylphenylamino)butan-2-ol dihydrochloride

HRID 268569Notes

Reaction equation

HRID 268569 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][CH:13]([OH:15])[CH3:14])=[CH:6][C:5]=1[CH3:16])([O-])=O.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:29].Cl>[Zn].[Cl-].[NH4+].O.C(O)C>[ClH:29].[ClH:29].[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][CH:13]([OH:15])[CH3:14])=[CH:6][C:5]=1[CH3:16]

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 231043004-(4-Nitro-3-methylphenylamino)butan-2-ol

Product 1

HCID 692204744-(4-Amino-3-methylphenylamino)butan-2-ol dihydrochloride

Reagents, catalysts & solvents 1

HCID 131726756ZINC ammonium chloride water ethanolCatalyst

Procedure

The 4-(4-nitro-3-methylphenylamino)butan-2-ol (31) 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-27288e91282f4737b90e6298ba645bfe
Source dataset
uspto-grants-2008_11
Patent number
US07445645B2

Reaction notes

Loading…