2,4-Difluoroaniline → Cps 49

HRID 2251830Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2251830
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[F:10][C:11]1[C:12]([F:24])=[C:13]([F:23])[C:14]([F:22])=[C:15]2[C:20](=O)[O:19][C:17](=[O:18])[C:16]=12>C(O)(=O)C>[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[N:4]1[C:17](=[O:18])[C:16]2[C:15](=[C:14]([F:22])[C:13]([F:23])=[C:12]([F:24])[C:11]=2[F:10])[C:20]1=[O:19]

Komponenten

4

Edukt 2

HCID 97092,4-DifluoroanilineHCID 69545Tetrafluorophthalic anhydride

Produkt 1

HCID 9905583Cps 49Ausbeute 42,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of about 1 g (about 7.75 mmol) of 2,4-difluoroaniline, about 1.54 g (about 7 mmol) of tetrafluorophthalic anhydride and about 50 mL of glacial acetic acid was refluxed for about 3.5 hours. The solvent was evaporated to dryness under reduced pressure of from about 200 to about 15 mbar. The residue was dissolved in about 75 mL of CH2C12. The solution was washed three times with about 25 mL of about 0.1 M HCl and twice with about 25 mL of water. The residue was then dried with Na2SO4. After removal of the solvent, the residue was recrystallized from ethyl alcohol to yield about 980 mg (about 42%) of 2-(2,4-difluorophenyl)-4,5,6,7-tetrafluoro-1H-isoindole-1,3(2H)-dione with a melting point of about 145° to about 146° C.

Aufarbeitung

  1. temperaturewas refluxed for about 3.5 hours
  2. customThe solvent was evaporated to dryness under reduced pressure of from about 200 to about 15 mbar
  3. dissolutionThe residue was dissolved in about 75 mL of CH2C12
  4. washThe solution was washed three times with about 25 mL of about 0.1 M HCl
  5. dry with materialThe residue was then dried with Na2SO4
  6. customAfter removal of the solvent
  7. customthe residue was recrystallized from ethyl alcohol

Quellen und Nachweise

ORD-Eintrag
ord-34b193c940934bfebd3437ce70cc619e
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07320991B2

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