Potassium Carbonate → HCID 43717865, compound

HRID 1776724Notes

Reaction equation

HRID 1776724 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-cd8ab399558b435a8402386ff664abf7
Source dataset
uspto-grants-2016_02
Patent number
US09265770B2

Reaction notes

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