Potassium Carbonate → HCID 43717865, compound

HRID 2178431Notes

Reaction equation

HRID 2178431 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[C:5]([N+:10]([O-:12])=[O:11])[CH:4]=1.[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20]Br.C([O-])([O-])=O.[K+].[K+]>CC#N>[Br:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[CH2:20][NH:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[N+:10]([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 667934-Methoxy-2-nitroanilineHCID 769652-Bromobenzyl bromide

Product 1

HCID 43717865HCID 43717865, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-methoxy-2-nitrobenzenamine (16.8 g, 0.1 mol) and 1-bromo-2-(bromomethyl)benzene (30 g, 0.12 mol) in CH3CN (700 mL) was added K2CO3 (27.6 g, 0.2 mol). The mixture was heated to reflux for 60 h then cooled to RT filtered and concentrated to dryness. The resulting residue was purified by FCC to provide the title compound.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 60 h
  3. filtrationfiltered
  4. concentrationconcentrated to dryness
  5. customThe resulting residue was purified by FCC

Sources & evidence

ORD record
ord-257069dc4e1040e8b1c50bfa88298fed
Source dataset
uspto-grants-2015_06
Patent number
US09067917B2

Reaction notes

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