Stannous Chloride → HCID 117601490, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(3,5-dimethylisoxazol-4-yl)-2-iodo-6-nitroaniline (393 g, 1.09 mol, 1.0 eq) in ethanol (4 L) was added tin (II) chloride (1.03 kg, 5.46 mol, 5.0 eq). The reaction mixture was stirred at 75° C. for 10 h. The solvent was evaporated and the residue was dissolved in EtOAc (5 L), washed with 1 N sodium hydroxide (3×1 L) (the solid precipitated out should be filtered). The organic phase was dried over Na2SO4 and the solvent was removed to give a residue. The residue was purified by flash chromatography on silica (PE/EA=2:1-3:2) to give 253 g of 5-(3,5-dimethylisoxazol-4-yl)-3-iodobenzene-1,2-diamine as a slightly brown solid.

Provenance & Evidence