Sodium Hydroxide → HCID 18182237, compound

HRID 65531Notes

Reaction equation

HRID 65531 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-69eaac4647914a1e80fab826874a6c33
Source dataset
uspto-grants-1986_09
Patent number
US04614833

Reaction notes

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