Water → HCID 178514958, Verbindung

HRID 18999

Reaktionsgleichung

Reaktionsgleichung von HRID 18999
[NH2:1][C:2]1[CH:6]=[CH:5][NH:4][N:3]=1.[C:7]1(=O)[O:12][C:10](=[O:11])[C:9]2=[CH:13][CH:14]=[CH:15][CH:16]=[C:8]12.O>CN(C)C=O>[NH:4]1[CH:5]=[CH:6][C:2]([N:1]2[C:10](=[O:11])[C:9]3[C:8](=[CH:16][CH:15]=[CH:14][CH:13]=3)[C:7]2=[O:12])=[N:3]1

Komponenten

5

Edukt 3

HCID 962WaterHCID 6811Phthalic AnhydrideHCID 178418806HCID 178418806, Verbindung

Produkt 1

HCID 178514958HCID 178514958, VerbindungAusbeute 73 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
125 °C

Versuchsvorschrift

To a stirred mixture of 3-aminopyrazole (5.00 g, 60.2 mmol) dissolved in N,N-dimethylformamide (75 mL) was added phthalic anhydride (8.91 g, 60.2 mmol). After addition was complete, the mixture was stirred at 125° C. for 24 h. Upon cooling to 25° C., water (100 mL) was added, which resulted in precipitation. The white suspension was cooled (−5° C.) and stirred for 30 min. Subsequent filtration, washing with water, and suction drying afforded 2-(1H-pyrazol-3-yl)-isoindole-1,3-dione (9.36 g, 73.0%) as a white solid: LR-ES-MS m/z calculated for C11H7N3O2 [M]+ 213, observed [M+H]+ 214.

Aufarbeitung

  1. additionAfter addition
  2. temperatureUpon cooling to 25° C.
  3. customwhich resulted in precipitation
  4. temperatureThe white suspension was cooled (−5° C.)
  5. stirringstirred for 30 min
  6. filtrationSubsequent filtration
  7. washwashing with water, and suction
  8. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-23c01d96928b4a83b2565b0b47e6e1d6
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741327B2

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