Phosphorus oxychloride → HCID 22132576, compound

HRID 1856756Notes

Reaction equation

HRID 1856756 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=O)[CH:6]=[CH:5]2.P(Cl)(Cl)([Cl:15])=O>C(Cl)(Cl)Cl>[ClH:15].[Cl:15][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([OH:1])[CH:3]=2)[N:8]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1770652,6-Dihydroxyquinoline

Product 1

HCID 22132576HCID 22132576, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

6-Hydroxycarbostyril (100 g) is added into phosphorus oxychloride (500 ml), and the mixture is refluxed for 5 hours. The mixture is concentrated under reduced pressure to remove the phosphorus oxychloride, and the residue thus obtained is dissolved in a small amount of chloroform, and then the mixture is poured into ice-water. The precipitated crystals are collected by filtration, washed successively with water, acetone and n-hexane, and dried to give 2-chloro-6-hydroxyquinoline hydrochloride (127 g).

Workup

  1. temperaturethe mixture is refluxed for 5 hours
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customto remove the phosphorus oxychloride
  4. customthe residue thus obtained
  5. filtrationThe precipitated crystals are collected by filtration
  6. washwashed successively with water, acetone and n-hexane
  7. customdried

Sources & evidence

ORD record
ord-69eba9c2b2b24bc2b24e249318cdd39b
Source dataset
uspto-grants-2000_11
Patent number
US06143763

Reaction notes

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