1-Bromo-2-nitrobenzene → 4'-Methyl-2-nitro-1,1'-biphenyl

HRID 744911Notes

Reaction equation

HRID 744911 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1Br)([O-:3])=[O:2].I[C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=1>C(Cl)Cl>[CH3:18][C:15]1[CH:16]=[CH:17][C:12]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N+:1]([O-:3])=[O:2])=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 113411-Bromo-2-nitrobenzeneHCID 122074-Iodotoluene

Product 1

HCID 104431944'-Methyl-2-nitro-1,1'-biphenyl

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
195 °C

Procedure

11.2 g of 2-nitrobromobenzene are mixed with 15 g of 4-iodotoluene and the mixture is heated to 195° C. and stirred at this temperature for 3 and a half hours. After returning to room temperature, it is taken up in DCM and heated to the reflux point, the hot solution is filtered on Celite® and the DCM is then evaporated off.

Workup

  1. customAfter returning to room temperature
  2. temperatureheated to the reflux point
  3. filtrationthe hot solution is filtered on Celite®
  4. customthe DCM is then evaporated off

Sources & evidence

ORD record
ord-d7f9b9a7a0c0452c8274fefd3209cbca
Source dataset
uspto-grants-1996_09
Patent number
US05559233

Reaction notes

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