Dimethylformamide → HCID 59026172, compound

HRID 1782019Notes

Reaction equation

HRID 1782019 reaction equation
[Cl:1][C:2]1[C:3](=O)[NH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2.P(Br)(Br)[Br:14].[C:17](=[O:20])([O-])[O-].[Na+].[Na+].CN([CH:26]=[O:27])C>>[Br:14][C:11]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]3[O:20][CH2:17][CH2:26][O:27][C:9]3=2)[N:4]=[CH:3][C:2]=1[Cl:1]

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 24614Phosphorus tribromideHCID 146273011321-37-5

Product 1

HCID 59026172HCID 59026172, compound

Procedure

The chloroquinolone (7a) in dry DMF (8 mL) was cooled in ice and phosphorus tribromide (0.7 mL) added drop-wise, and the mixture was stirred, with ice-cooling for 30 minutes then allowed to warm to room temperature and stirred for a further 2 hours. It was cooled in ice and sodium carbonate solution was added and the solid was collected, washed well with water, and dried in vacuo, to afford a pale yellow solid (1.65 g).

Workup

  1. temperaturecooling for 30 minutes
  2. stirringstirred for a further 2 hours
  3. temperatureIt was cooled in ice
  4. customthe solid was collected
  5. washwashed well with water
  6. customdried in vacuo

Sources & evidence

ORD record
ord-2034badeb438445dac16877f59b9ef1e
Source dataset
uspto-grants-2009_03
Patent number
US07498326B2

Reaction notes

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