909135-23-5 → HCID 59193687, compound

HRID 384621Notes

Reaction equation

HRID 384621 reaction equation
I[C:2]1[C:7]([CH3:8])=[C:6]([CH3:9])[CH:5]=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]>CN(C=O)C.[Cu]>[CH3:8][C:7]1[C:6]([CH3:9])=[CH:5][CH:4]=[C:3]([N+:10]([O-:12])=[O:11])[C:2]=1[C:2]1[C:3]([N+:10]([O-:12])=[O:11])=[CH:4][CH:5]=[C:6]([CH3:9])[C:7]=1[CH3:8]

Participants

4

Reactant 1

HCID 68546697909135-23-5

Product 1

HCID 59193687HCID 59193687, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23978CopperCatalyst2×HCID 6228DimethylformamideSolvent

Procedure

In 20 ml of a DMF solvent, 5.5 g (20 mmol) of 2-iodo-3,4-dimethyl-1-nitrobenzene and 10 g (155 mmol) of copper powder were heated at 150° C. for 48 hours. After the completion of the reaction, copper powder was removed by filtration and thereafter, the resultant was extracted using ethyl acetate, dried/concentrated, and then purified by column chromatography (ethyl acetate:hexane=1:10) to obtain 2.9 g (0.96 mmol) of 2,3,2′,3′-tetramethyl-6,6′-dinitrobiphenyl (34) (yield was 96%).

Workup

  1. customwas removed by filtration
  2. extractionthe resultant was extracted
  3. concentrationdried/concentrated
  4. custompurified by column chromatography (ethyl acetate:hexane=1:10)

Sources & evidence

ORD record
ord-a335a4867db944c2a9b3db51a22d8e72
Source dataset
uspto-grants-2013_02
Patent number
US08367820B2

Reaction notes

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