Phosphorus oxychloride → HCID 22461061, compound

HRID 1937434Notes

Reaction equation

HRID 1937434 reaction equation
[CH3:1][N:2]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:3]([C:5]1[C:6](=[O:18])[N:7]([CH3:17])[C:8]2[C:13]([C:14]=1O)=[C:12]([CH3:16])[CH:11]=[CH:10][CH:9]=2)=[O:4].O=P(Cl)(Cl)[Cl:27]>>[CH3:1][N:2]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:3]([C:5]1[C:6](=[O:18])[N:7]([CH3:17])[C:8]2[C:13]([C:14]=1[Cl:27])=[C:12]([CH3:16])[CH:11]=[CH:10][CH:9]=2)=[O:4]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 54717287HCID 54717287, compound

Product 1

HCID 22461061HCID 22461061, compound

Procedure

N-methyl-N-phenyl-1,2-dihydro-4-hydroxy-1,5-dimethyl-2-oxo-quinoline-3-carboxamide (3.5 g) was heated in phosphorus oxytrichloride (7 ml) at 100° C. for 2 hours. The mixture was concentrated, dissolved in dichloromethane and washed with water. The organic phase was dried (Na2SO4) and concentrated. The residue was triturated with ethyl acetate and filtered to give the title compound (2.3 g).

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutiondissolved in dichloromethane
  3. washwashed with water
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was triturated with ethyl acetate
  7. filtrationfiltered

Sources & evidence

ORD record
ord-3aafd7222e8d405dbb4efde3ec953d13
Source dataset
uspto-grants-2002_05
Patent number
US06395750B1

Reaction notes

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