Sodium Carbonate → HCID 13981320, compound

HRID 622161Notes

Reaction equation

HRID 622161 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].Br[C:12]1[CH:17]=[CH:16][CH:15]=[C:14](Br)[N:13]=1.[C:19](=[O:22])([O-])[O-].[Na+].[Na+]>CN1CCCC1=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[O:10][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([O:22][C:19]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)[N:13]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 111373-NitrophenolHCID 122742,6-Dibromopyridine

Product 1

HCID 13981320HCID 13981320, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A reaction vessel equipped with a stirrer was charged with 15.3 grams (0.11 mol) of 3-nitrophenol, 11.9 grams (0.05 mol) of 2,6-dibromopyridine, 8.5 grams (0.08 mol) of anhydrous sodium carbonate and 100 ml of 1-methyl-2-pyrrolidinone. The mixture was elevated its temperature with stirring under ventilation of nitrogen and reacted at 160°-175° C. for 15 hours. After ending the reaction, the resultant mixture was treated by the same procedure as in Example 11 to give 16.5 grams (93.4% yield) of 2,6-bis(3-nitrophenoxy)pyridine as the intermediate.

Workup

  1. customA reaction vessel equipped with a stirrer
  2. customreacted at 160°-175° C. for 15 hours
  3. customthe reaction

Sources & evidence

ORD record
ord-9280cf4b4a794be4b7cf13cb8c8c46a3
Source dataset
uspto-grants-1988_09
Patent number
US04769463

Reaction notes

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