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

HRID 648718Notes

Reaction equation

HRID 648718 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-be00d624542341b28593406c166b47c8
Source dataset
uspto-grants-1988_04
Patent number
US04736037

Reaction notes

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