Tetrafluoro-m-phenylenediamine dihydrochloride → 2-(4-Amino-3-methylphenylamino)propane-1,3-diol dihydrochloride

HRID 734152Notes

Reaction equation

HRID 734152 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH:11]([CH2:14][OH:15])[CH2:12][OH:13])=[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][CH:11]([CH2:12][OH:13])[CH2:14][OH:15])=[CH:6][C:5]=1[CH3:16]

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 231045962-(4-Nitro-3-methylphenylamino)propane-1,3-diol

Product 1

HCID 688165282-(4-Amino-3-methylphenylamino)propane-1,3-diol dihydrochloride

Reagents, catalysts & solvents 1

HCID 131726756ZINC ammonium chloride water ethanolCatalyst

Procedure

The 2-(4-nitro-3-methylphenylamino)propane-1,3-diol (11) 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-02cd26076f4944fcb1da7dcd39b0dc3f
Source dataset
uspto-grants-2009_09
Patent number
US07591860B2

Reaction notes

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