Phosphorus oxychloride → (6-Chloro-2-pyridinyl)phenylmethanone

HRID 65533Notes

Reaction equation

HRID 65533 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:18]>>[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:18])[N:10]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 849885(1-Oxido-2-pyridinyl)(phenyl)methanone

Product 1

HCID 14023163(6-Chloro-2-pyridinyl)phenylmethanone

Procedure

1.5 g 2-benzoyl-pyridine N-oxide (T. Kato et. al., see reference in Ex. 11) and 3.6 ml POCl3 are refluxed for 25 minutes. The cooled mixture is added to slightly alkaline ice:water, extracted with chloroform, the organic extract dried and solvent removed in vacuo. Yield: 1.1 g of title product, which by thin layer and gas chromatography is identical with that described in Ex. 7.

Workup

  1. additionThe cooled mixture is added to slightly alkaline ice
  2. extractionwater, extracted with chloroform
  3. extractionthe organic extract
  4. customdried
  5. customsolvent removed in vacuo

Sources & evidence

ORD record
ord-75a734f4b7af4e6c92462028b3194e26
Source dataset
uspto-grants-1986_09
Patent number
US04614833

Reaction notes

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