Stannous chloride dihydrate → 1,2-Diamino-4,5-difluorobenzene

HRID 1671846Notes

Reaction equation

HRID 1671846 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([NH2:9])=[C:4]([N+:10]([O-])=O)[CH:3]=1.O.O.[Sn](Cl)Cl>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([NH2:10])[C:5]([NH2:9])=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 1571514,5-Difluoro-2-nitroaniline

Product 1

HCID 27367551,2-Diamino-4,5-difluorobenzene

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4,5-Difluoro-2-nitro-phenylamine is a known compound.8 It was reduced with tin (II) chloride dihydrate in ethanol to give the 4,5-difluoro-benzene-1,2-diamine. The diamine was reacted with hexaketocyclohexane octahydrate to give [(HATNA)F6]. The product was purified by train purification (sublimation). The compound is yellow needle like crystal. It is slightly soluble in chloroform. It is very soluble in chloroform/TFA (3:1) mixture.

Sources & evidence

ORD record
ord-91ed4b1b65f04b8db45bbac0f8732995
Source dataset
uspto-grants-2011_08
Patent number
US07994423B2

Reaction notes

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