1-Iodo-2-methyl-3-nitrobenzene → 2,2'-Dimethyl-3,3'-dinitrobiphenyl
Reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH3:11]>[Cu]>[CH3:11][C:3]1[C:4]([N+:8]([O-:10])=[O:9])=[CH:5][CH:6]=[CH:7][C:2]=1[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[CH3:11]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 230 °C
Procedure
A 20 mL round bottomed flask equipped with a reflux column under argon was charged with 7.05 g of 2-iodo-6-nitrotoluene and 6.55 of copper bronze. The reaction mixture was heated in an oil bath at 230° C. for 9 hours. The mixture was extracted with methylene chloride and the extract filtered. The extract was stripped of solvent and chromatographed on silica gel using carbon tetrachloride as the eluent. In this way 1.71 g (65% yield) of yellowish crystals were obtained.
Workup
- customA 20 mL round bottomed flask equipped with a reflux column under argon
- extractionThe mixture was extracted with methylene chloride
- filtrationthe extract filtered
- customchromatographed on silica gel
Sources & evidence
- ORD record
- ord-9fec675e0e3f44dea1bd71cb752b2729
- Source dataset
- uspto-grants-1993_04
- Patent number
- US05200544
Reaction notes
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