Phosphorus oxychloride → 251902-62-2

HRID 2304564Notes

Reaction equation

HRID 2304564 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[NH:5][C:4](=O)[C:3]=1[C:13]([O:15][CH2:16][CH3:17])=[O:14].P(Cl)(Cl)([Cl:20])=O>>[Cl:20][C:4]1[C:3]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:2]([CH3:1])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 2794456HCID 2794456, compound

Product 1

HCID 22987170251902-62-2

Procedure

A suspension of ethyl 4-methyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate (obtained according to 3.a, 15.2 g, 0.066 mol) in phosphoryl chloride (243 ml) is taken to reflux for 6 hours. The phosphoryl chloride is evaporated under reduced pressure without taking to dryness, and the viscous residue is poured into ice cold water (300 ml). The precipitate obtained in this way is filtered, washed with water to a neutral pH, then washed with ethanol and with diethyl ether in order to produce after drying 8.8 g (53%) of a white solid, m.p. 110° C.

Workup

  1. temperatureto reflux for 6 hours
  2. customThe phosphoryl chloride is evaporated under reduced pressure
  3. additionthe viscous residue is poured into ice cold water (300 ml)
  4. customThe precipitate obtained in this way
  5. filtrationis filtered
  6. washwashed with water to a neutral pH
  7. washwashed with ethanol and with diethyl ether in order
  8. customto produce
  9. dry with materialafter drying 8.8 g (53%) of a white solid, m.p. 110° C.

Sources & evidence

ORD record
ord-7d678373c2a042f69e9468d534f66af6
Source dataset
uspto-grants-2002_08
Patent number
US06436951B1

Reaction notes

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