Sodium Hydroxide → HCID 11264379, compound

HRID 546491Notes

Reaction equation

HRID 546491 reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=2[O-:18])=[CH:8][CH:7]=1)=[O:5])C.N1C=CC=CC=1C1C=CC(C(O)=O)=CC=1.[OH-].[Na+]>O1CCOCC1>[C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N+:13]=2[O-:18])=[CH:8][CH:7]=1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 8216924-(2-Pyridyl)Benzoic AcidHCID 147974372-(4-Ethoxycarbonylphenyl)pyridine N-oxide

Product 1

HCID 11264379HCID 11264379, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

2-(4-Ethoxycarbonylphenyl)pyridine N-oxide (260 mg) synthesized from 4-(2-pyridyl)benzoic acid in the same manner as in the above Referential Example was dissolved in 1,4-dioxane (10 ml), a 1N aqueous solution (2.00 ml) of sodium hydroxide was added, and the mixture was heated under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (6 ml) was added to the residue, and precipitate formed was collected by filtration to obtain the title compound (202 mg) as a colorless amorphous solid.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure, 1N hydrochloric acid (6 ml)
  4. additionwas added to the residue, and precipitate
  5. customformed
  6. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-8c34e4bd1e03468c8a7ca95d53b50b8e
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

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