Phosphorus oxychloride → HCID 22341136, compound

HRID 584682Notes

Reaction equation

HRID 584682 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]([CH2:14][CH2:15][CH2:16][Cl:17])=[N:5]2.O=P(Cl)(Cl)[Cl:20]>>[Cl:20][C:7]1[C:6]([CH2:14][CH2:15][CH2:16][Cl:17])=[N:5][C:4]2[C:9](=[CH:10][C:11]([Cl:12])=[C:2]([Cl:1])[CH:3]=2)[N:8]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 22341064HCID 22341064, compound

Product 1

HCID 22341136HCID 22341136, compoundYield 21%

Procedure

6,7-Dichloro-3-(3-chloropropyl)-1H-quinoxalin-2-one (0.68 g, 2.33 mmol) was added to POCl3 (10 ml) and the resulting mixture was heated under reflux for 0.5 hours. The reaction mixture was poured onto ice and extracted with dichloromethane (3×). The combined organic layers were dried over anhydrous sodium sulfate, filtered and evaporate in vacuo. The resulting oil was purified by flash column chromatography (dichloromethane) to yield 21% of 2,6,7-trichloro-3-(3-chloropropyl)quinoxaline as a colourless oil.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 0.5 hours
  3. additionThe reaction mixture was poured onto ice
  4. extractionextracted with dichloromethane (3×)
  5. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customevaporate in vacuo
  8. customThe resulting oil was purified by flash column chromatography (dichloromethane)

Sources & evidence

ORD record
ord-2e3627308cef4a78801d6d5207f35d54
Source dataset
uspto-grants-2005_08
Patent number
US06927214B1

Reaction notes

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