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

HRID 268567Notes

Reaction equation

HRID 268567 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])=[C:6]([CH3:16])[CH:5]=1)([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])=[C:6]([CH3:16])[CH:5]=1

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 231043084-(4-Nitro-2-methylphenylamino)butan-2-ol

Product 1

HCID 692213554-(4-Amino-2-methylphenylamino)butan-2-ol dihydrochloride

Reagents, catalysts & solvents 1

HCID 131726756ZINC ammonium chloride water ethanolCatalyst

Procedure

The 4-(4-nitro-2-methylphenylamino)butan-2-ol (27) 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-4c11cee63ef64e76bcba09e523cf8b54
Source dataset
uspto-grants-2008_11
Patent number
US07445645B2

Reaction notes

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