Tetrafluorophthalic anhydride → 1-Ethyl-5-methyl-5-(4,5,6,7-tetrafluoro-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-2,4,6(1H,3H,5H)-pyrimidinetrione

HRID 1097274

Reaktionsgleichung

Reaktionsgleichung von HRID 1097274
[NH2:1][C:2]1([CH3:13])[C:7](=[O:8])[N:6]([CH2:9][CH3:10])[C:5](=[O:11])[NH:4][C:3]1=[O:12].[F:14][C:15]1[C:16]([F:28])=[C:17]([F:27])[C:18]([F:26])=[C:19]2[C:24](=O)[O:23][C:21](=[O:22])[C:20]=12>CC(O)=O>[CH2:9]([N:6]1[C:7](=[O:8])[C:2]([CH3:13])([N:1]2[C:21](=[O:22])[C:20]3[C:19](=[C:18]([F:26])[C:17]([F:27])=[C:16]([F:28])[C:15]=3[F:14])[C:24]2=[O:23])[C:3](=[O:12])[NH:4][C:5]1=[O:11])[CH3:10]

Komponenten

4

Edukt 2

HCID 69545Tetrafluorophthalic anhydrideHCID 668110525-Amino-1-ethyl-5-methylbarbituric acid

Produkt 1

HCID 247656681-Ethyl-5-methyl-5-(4,5,6,7-tetrafluoro-1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)-2,4,6(1H,3H,5H)-pyrimidinetrione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 5-amino-1-ethyl-5-methylbarbituric acid (0.28 g, 1.50 mmol) and tetrafluorophthalic anhydride (0.40 g, 1.80 mmol) in glacial AcOH (111 mL) was stirred under reflux for 3 hours. The yellow solution was then allowed to cool down to room temperature and evaporated to dryness under reduced pressure. The oily residue was recrystallized from EtOH to give 1-ethyl-5-methyl-5-(tetrafluorophthalimido)barbituric acid (19f) as white crystals.

Aufarbeitung

  1. temperatureunder reflux for 3 hours
  2. customevaporated to dryness under reduced pressure
  3. customThe oily residue was recrystallized from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-927f2953bb044bc9abc58e88268d6712
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143252B2

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