Stannous chloride dihydrate → 4-Iodobenzene-1,2-diamine

HRID 1402780Notes

Reaction equation

HRID 1402780 reaction equation
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-])=O)[CH:3]=1.O.O.[Sn](Cl)Cl>C(O)C>[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([NH2:9])[CH:3]=1

Participants

4

Reactant 2

HCID 61436Stannous chloride dihydrateHCID 113690724-Iodo-2-nitroaniline

Product 1

HCID 112070494-Iodobenzene-1,2-diamineYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Commercial 4-iodo-2-nitroaniline was reduced with 5 eq tin dichloride dihydrate in ethanol solution (75° C., 2 h) to give 92% 4-iodo-1,2-phenylenediamine as light red solid.

Sources & evidence

ORD record
ord-1d0f7778bc77491387784c13b80185c3
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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