Phosphorus oxychloride → 93297-77-9

HRID 465125Notes

Reaction equation

HRID 465125 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[C:8](=O)[NH:9][CH:10]=[CH:11][CH:12]=1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:8]1[C:7]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[CH:12][CH:11]=[CH:10][N:9]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 10419623HCID 10419623, compound

Product 1

HCID 1329872693297-77-9

Procedure

A 5.9 g portion of 3-(2-pyridinyl)-2(1H)-pyridinone in 100 ml of phosphorus oxychloride was heated on a steam bath for 18 hours, then concentrated under vacuum. The residue was stirred with crushed ice and chloroform and adjusted to pH 7 with 10N sodium hydroxide. The organic layer was separated, dried, filtered through a short pad of hydrous magnesium silicate and the filtrate concentrated under vacuum to an oil. This oil was heated with hexane, filtered while hot and the filtrate cooled to room temperature, giving 3.5 g of 2'-chloro-2,3'-bipyridine as white needles, mp 50° C.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe organic layer was separated
  3. customdried
  4. filtrationfiltered through a short pad of hydrous magnesium silicate
  5. concentrationthe filtrate concentrated under vacuum to an oil
  6. temperatureThis oil was heated with hexane
  7. filtrationfiltered while hot and the filtrate

Sources & evidence

ORD record
ord-2f1fb8ecee3f4c199c2ad8dc6fd94808
Source dataset
uspto-grants-1985_10
Patent number
US04550166

Reaction notes

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