Dimethylformamide → 6-Bromo-2-chloroquinoxaline

HRID 1020733Notes

Reaction equation

HRID 1020733 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=O)[CH:6]=[N:5]2.CN(C=O)C.O=P(Cl)(Cl)[Cl:20]>>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([Cl:20])[CH:6]=[N:5]2

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24813Phosphorus oxychlorideHCID 126863946-Bromo-1,2-dihydroquinoxalin-2-one

Product 1

HCID 126864086-Bromo-2-chloroquinoxaline

Conditions

Temperature
50 °C

Procedure

6-bromoquinoxalin-2(1H)-one (9.0 g, 40 mmol) was dissolved in POCl3 (50 mL) and DMF (2 mL) was added at RT. The mixture was heated at 50° C. for 2 hours. After completion of the reaction it was cooled to RT and was poured slowly into ice cold water. The mixture was stirred for 30 minutes and then filtered to afford crude product.

Workup

  1. customAfter completion of the reaction it
  2. temperaturewas cooled to RT
  3. additionwas poured slowly into ice cold water
  4. filtrationfiltered
  5. customto afford crude product

Sources & evidence

ORD record
ord-3e5ac592b50a4e9a9d396461501217df
Source dataset
uspto-grants-2014_05
Patent number
US08716473B2

Reaction notes

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