Sodium Hydroxide → HCID 178507969, compound

HRID 1774288Notes

Reaction equation

HRID 1774288 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[N+:8]([O-:12])[C:7]=1[NH2:13]>C(O)C>[NH2:13][C:7]1[N+:8]([O-:12])=[CH:9][CH:10]=[CH:11][C:6]=1[C:5]([OH:14])=[O:4]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178498206HCID 178498206, compound

Product 1

HCID 178507969HCID 178507969, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1N sodium hydroxide (0.5 ml) was added to a solution of 2-aminonicotinic acid methyl ester N-oxide (80 mg, 0.48 mmol) in ethanol (5 ml) and the reaction mixture was stirred under reflux for 10 h. The solvent was evaporated under vacuum and the residue was taken up with water and extracted with methylene chloride. After addition of 1N hydrochloric acid to the aqueous solution, the resulting precipitate was filtered, rinsed with water and dried under vacuum, thus obtaining 2-aminonicotinic acid N-oxide (I1) as a white solid.

Workup

  1. temperatureunder reflux for 10 h
  2. customThe solvent was evaporated under vacuum
  3. extractionextracted with methylene chloride
  4. additionAfter addition of 1N hydrochloric acid to the aqueous solution
  5. filtrationthe resulting precipitate was filtered
  6. washrinsed with water
  7. dry with materialdried under vacuum, thus obtaining 2-aminonicotinic acid N-oxide (I1) as a white solid

Sources & evidence

ORD record
ord-1efb946ddb574c7f80973ffc214551a3
Source dataset
uspto-grants-2016_02
Patent number
US09260394B2

Reaction notes

Loading…