Phosphorus oxychloride → HCID 85069519, compound

HRID 584657Notes

Reaction equation

HRID 584657 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[Cl:12])[NH:8][C:7](=O)[C:6]([CH:14]=[CH:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)=[N:5]2.P(Cl)(Cl)([Cl:25])=O>CN(C)C1C=CN=CC=1>[Cl:25][C:7]1[C:6]([CH:14]=[CH:15][C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[N:5][C:4]2[C:9](=[CH:10][C:11]([Cl:12])=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 54326466HCID 54326466, compound

Product 1

HCID 85069519HCID 85069519, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

The above 6,7-dichloro-3-[2-(4-fluorophenyl)vinyl]-1H-quinoxalin-2-one (2.0 g, 6 mmol), 4-dimethylaminopyridine (0.2 g) and phosphorous oxychloride (POCl3) were mixed and refluxed for 30 minutes. After cooling, the mixture was poured onto ice (500 ml). The solid was filtered, washed with water and dried in vacuo at 30° C. overnight to afford 1.8 g (83%) of the title compound.

Workup

  1. temperaturerefluxed for 30 minutes
  2. temperatureAfter cooling
  3. additionthe mixture was poured onto ice (500 ml)
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customdried in vacuo at 30° C. overnight

Sources & evidence

ORD record
ord-1e670c08a4884837b96cbbac0d7901f1
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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