Phosphorus oxychloride → 2,6,7-Trichloro-3-methylquinoxaline

HRID 584658Notes

Reaction equation

HRID 584658 reaction equation
O=P(Cl)(Cl)[Cl:3].[Cl:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][C:16]=1[Cl:17])[NH:13][C:12](=O)[C:11]([CH3:19])=[N:10]2>CN(C)C1C=CN=CC=1>[Cl:3][C:12]1[C:11]([CH3:19])=[N:10][C:9]2[C:14](=[CH:15][C:16]([Cl:17])=[C:7]([Cl:6])[CH:8]=2)[N:13]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1106421273148-15-9

Product 1

HCID 97948792,6,7-Trichloro-3-methylquinoxaline

Reagents, catalysts & solvents 1

HCID 142844-(Dimethylamino)pyridineCatalyst

Procedure

POCl3 was added to 6,7-Dichloro-3-methyl-1H-quinoxalin-2-one (10 g, 44 mmol) and 4-dimethylaminopyridine (1 g) and the mixture was refluxed for 0.5 hours. After cooling, the mixture was poured onto ice (500 ml), filtered and washed with water to afford the title compound.

Workup

  1. temperaturethe mixture was refluxed for 0.5 hours
  2. temperatureAfter cooling
  3. additionthe mixture was poured onto ice (500 ml)
  4. filtrationfiltered
  5. washwashed with water

Sources & evidence

ORD record
ord-aa24519db1d843c2a38169ddc639d1c3
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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