Triethylamine → 4-Fluoro-2-[(1-oxopropyl)amino]benzoic acid

HRID 2371443Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2371443
[C:1](Cl)(=[O:4])[CH2:2][CH3:3].[F:6][C:7]1[CH:8]=[C:9]([NH2:16])[C:10](=[CH:14][CH:15]=1)[C:11]([OH:13])=[O:12].C(N(CC)CC)C>O1CCOCC1>[F:6][C:7]1[CH:8]=[C:9]([NH:16][C:1](=[O:4])[CH2:2][CH3:3])[C:10](=[CH:14][CH:15]=1)[C:11]([OH:13])=[O:12]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 62324Propionyl chlorideHCID 27249674-Fluoroanthranilic acid

Produkt 1

HCID 167871954-Fluoro-2-[(1-oxopropyl)amino]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Propionyl chloride (1.7 ml) was added to a solution of 4-fluoroanthranilic acid (1 g) and triethylamine (2.8 ml) in 1,4-dioxane (30 ml). The mixture was heated under reflux for 4 hours, cooled and concentrated under reduced pressure. The residue was suspended in ethyl acetate and extracted with water. The organic phase was dried and evaporated and the residue purified by silica gel chromatography to give 4-fluoro-N-propionylanthranilic acid, mp 170°-171°. (Compound 9).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 4 hours
  3. temperaturecooled
  4. concentrationconcentrated under reduced pressure
  5. extractionextracted with water
  6. customThe organic phase was dried
  7. customevaporated
  8. customthe residue purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c2d1eb11bc534865acec2db3d6c493a4
Quelldatensatz
uspto-grants-1992_03
Patentnummer
US05093364

Notizen zur Reaktion

Wird geladen…