Phosphorus oxychloride → HCID 21283407, compound

HRID 2232219Notes

Reaction equation

HRID 2232219 reaction equation
[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1O)=[CH:11][C:10]([CH3:15])=[CH:9][CH:8]=2)(=[O:3])[CH3:2].P(Cl)(Cl)([Cl:18])=O>>[C:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[Cl:18])=[CH:11][C:10]([CH3:15])=[CH:9][CH:8]=2)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178467135HCID 178467135, compound

Product 1

HCID 21283407HCID 21283407, compound

Procedure

3-Acetyl-4-hydroxy-6-methylquinoline (0.02 mol), prepared according to R. K. MAPARA and C. M. DESAI (CA 50 1011 b) is added to 40 ml of freshly distilled phosphorus oxychloride. The mixture is brought to reflux for 10 minutes. The solution is brought back to room temperature and then poured onto an ice/caustic soda mixture. After extraction with dichloromethane, the ogranic phase is decanted, washed until neutral, dried and concentrated. The 3-acetyl-4-chloro-6-methylquinoline (m.p. 145° C.) is used without further purification for the following stage.

Workup

  1. temperatureto reflux for 10 minutes
  2. customis brought back to room temperature
  3. extractionAfter extraction with dichloromethane
  4. customthe ogranic phase is decanted
  5. washwashed until neutral,
  6. customdried
  7. concentrationconcentrated
  8. customThe 3-acetyl-4-chloro-6-methylquinoline (m.p. 145° C.) is used without further purification for the following stage

Sources & evidence

ORD record
ord-a7d15ad6c4de4a4c8decf2efe163e205
Source dataset
uspto-grants-1988_11
Patent number
US04788188

Reaction notes

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