Sodium Hydroxide → HCID 18182237, compound

HRID 648716Notes

Reaction equation

HRID 648716 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][N+:12]([O-])=[CH:11][CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:18])=O.[OH-].[Na+]>O>[C:1]([C:9]1[CH:14]=[CH:13][N:12]=[C:11]([Cl:18])[CH:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 254875(1-Oxidopyridin-4-yl)(phenyl)methanone

Product 1

HCID 18182237HCID 18182237, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.5 g 4-benzoylpyridine N-oxide m.p. 127°-30° C. (obtained according to T. KATO et. al., Yakugaku Zasshi 86, 1022-26, 1966), and 6 ml phosphorus oxychloride is refluxed for 2 hrs. After cooling, the reaction mixture is very slowly added to ice:water, basified (10N NaOH) and extracted with methylene chloride. The organic layer is washed with water, dried and solvent removed in a rotary evaporator. Yield: 2.4 g of title product, identical with that described in Ex. 4.

Workup

  1. temperatureis refluxed for 2 hrs
  2. temperatureAfter cooling
  3. additionthe reaction mixture is very slowly added to ice
  4. extractionextracted with methylene chloride
  5. washThe organic layer is washed with water
  6. customdried
  7. customsolvent removed in a rotary evaporator

Sources & evidence

ORD record
ord-06e531b6dc9f4a728707e0f112397a9a
Source dataset
uspto-grants-1988_04
Patent number
US04736037

Reaction notes

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