Tetrafluoro-m-phenylenediamine dihydrochloride → n-(2-Thiophen-2-ylethyl)benzene-1,4-diamine dihydrochloride

HRID 33085Notes

Reaction equation

HRID 33085 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][CH2:11][CH2:12][C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)=[CH:6][CH:5]=1)([O-])=O.C1(N)C(F)=C(F)C(F)=C(N)C=1F.[ClH:30].Cl>[Zn].[Cl-].[NH4+].O.C(O)C>[ClH:30].[ClH:30].[S:14]1[CH:15]=[CH:16][CH:17]=[C:13]1[CH2:12][CH2:11][NH:10][C:7]1[CH:6]=[CH:5][C:4]([NH2:1])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 23104820N-(4-nitrophenyl)-N-(2-thien-2-ylethyl)amine

Product 1

HCID 69213760n-(2-Thiophen-2-ylethyl)benzene-1,4-diamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 131726756ZINC ammonium chloride water ethanolCatalyst

Procedure

The N-(4-nitrophenyl)-N-(2-thien-2-ylethyl)amine (1) 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-58af42bff0d2471f923fbfc26427f07e
Source dataset
uspto-grants-2008_09
Patent number
US07429278B2

Reaction notes

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