Hydrochloric Acid → HCID 69692768, compound

HRID 1979339Notes

Reaction equation

HRID 1979339 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]([CH2:16]CC#N)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[F:15].[OH-:20].[K+].Cl.[CH2:23]([OH:25])[CH3:24]>>[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[F:15])[CH2:16][CH2:24][C:23]([OH:20])=[O:25]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 21201619HCID 21201619, compound

Product 1

HCID 69692768HCID 69692768, compoundYield 86%

Procedure

N-(2-Aminophenyl)-N-(2-cyanoethyl)-2-fluoroaniline (6.18 g) was dissolved in ethanol (40 ml), aqueous potassium hydroxide (12.5 g) solution (80 ml) was added, the mixture was refluxed for 3 hours. The reaction mixture was allowed to cool, adjusted to pH 3 with concentrated hydrochloric acid, and extracted with methylene chloride. The organic layer was successively washed with water and saturated brine, dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure, to thereby obtain 5.6 g of the titled compound as brown amorphous (Yield: 86%).

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. temperatureto cool
  3. extractionextracted with methylene chloride
  4. washThe organic layer was successively washed with water and saturated brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a6965479f319436185ce4168f5456975
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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