Peracetic Acid → HCID 54061620, compound

HRID 1200037Notes

Reaction equation

HRID 1200037 reaction equation
Cl.[C:2]1([C:8]2[C:13]([C:14]([OH:16])=[O:15])=[CH:12][N:11]=[CH:10][CH:9]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[Na+].C(OO)(=[O:21])C>O>[C:2]1([C:8]2[C:13]([C:14]([OH:16])=[O:15])=[CH:12][N+:11]([O-:21])=[CH:10][CH:9]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6585Peracetic AcidHCID 14798Sodium HydroxideHCID 700442024-Phenylpyridine-3-carboxylic acid--hydrogen chloride (1/1)

Product 1

HCID 54061620HCID 54061620, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4-Phenylnicotinic acid hydrochloride (2.4 g, 0.01 mol) is dissolved in water (50 ml) and the pH is adjusted to pH 10-11 by the addition of 5N aqueous NaOH solution. A solution of peracetic acid (40% w/v, 15.2 g) is added cautiously at ambient temperatures. When the addition is complete, the reaction mixture is stirred at ambient temperature for 15 min and then heated at 50° for 4 h. After this period, the mixture is allowed to cool and evaporated in vacuo to dryness. The residue is slurried in hot ethanol (20 ml), then filtered, and the filtrates are evaporated to dryness in vacuo to yield 4-phenylnicotinic acid N-oxide.

Workup

  1. additionWhen the addition
  2. temperatureheated at 50° for 4 h
  3. waitAfter this period
  4. temperatureto cool
  5. customevaporated in vacuo to dryness
  6. filtrationfiltered
  7. customthe filtrates are evaporated to dryness in vacuo

Sources & evidence

ORD record
ord-ccac25aa5acc42298b80b52c90dfb92d
Source dataset
uspto-grants-1990_02
Patent number
US04904675

Reaction notes

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