Dimethylformamide → HCID 12992993, compound

HRID 225507Notes

Reaction equation

HRID 225507 reaction equation
CN(C)C=O.[F:6][C:7]1[CH:8]=[C:9]([CH:11]=[CH:12][CH:13]=1)[NH2:10].Br[CH:15]1[CH2:20][CH2:19][O:18][C:16]1=[O:17].C(=O)([O-])[O-].[Na+].[Na+]>O>[F:6][C:7]1[CH:8]=[C:9]([NH:10][CH:15]2[CH2:20][CH2:19][O:18][C:16]2=[O:17])[CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 97423-FluoroanilineHCID 10340Sodium CarbonateHCID 954632(3H)-Furanone, 3-bromodihydro-

Product 1

HCID 12992993HCID 12992993, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A dimethylformamide solution (20 ml) of 1.93 ml of 3-fluoroaniline, 4.60 ml of α-bromo-γ-butyrolactone and 4.24 g of sodium carbonate was heated with stirring at 80° C. for 15 hours. The reaction liquid was cooled to room temperature, diluted with water and extracted with ether. The ether extract was dried over anhydrous magnesium sulfate, and thereafter the solvent was distilled off to provide 4.64 g of crude 3-[(3-fluorophenyl)amino]-dihydrofuran-2(3H)-one as a pale yellow, oily substance.

Workup

  1. customThe reaction liquid
  2. temperaturewas cooled to room temperature
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. dry with materialwas dried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-7bec8d1d00564b15af044d5567593613
Source dataset
uspto-grants-2009_07
Patent number
US07557117B2

Reaction notes

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