Phosphorus oxychloride → HCID 14515836, compound

HRID 1494318Notes

Reaction equation

HRID 1494318 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](O)=[C:7]([C:12](=[O:19])[C:13]3[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=3)[CH:8]=[N:9]2)=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:23]>>[Cl:23][C:6]1[C:5]2[C:10](=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=2)[N:9]=[CH:8][C:7]=1[C:12](=[O:19])[C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178519755HCID 178519755, compound

Product 1

HCID 14515836HCID 14515836, compoundYield 53%

Procedure

2.7 g of 7-chloro 4-hydroxy 3-isonicotinoyl quinoline are added under nitrogen to 60 ml of POCl3 and refluxed for 5 hours. After being filtered off, the precipitate is poured onto ice. The aqueous solution is made alkaline with sodium carbonate before the chlorinated derivative is extracted into dichloromethane: crystals (isopropyl ether). M.p.=132° C. (Yield 53%).

Workup

  1. temperaturerefluxed for 5 hours
  2. filtrationAfter being filtered off
  3. additionthe precipitate is poured onto ice
  4. extractionis extracted into dichloromethane

Sources & evidence

ORD record
ord-88397fd3f4634b19979eaaf61fd7eedd
Source dataset
uspto-grants-1991_06
Patent number
US05026711

Reaction notes

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