Reaktion #66953

Reaktionsgleichung

5-methyl-1H-pyrazol-3-amine

phthalic anhydride

→

title compound

Ausbeute 79.0%

2-(5-methyl-1H-pyrazol-3-yl)-1H-isoindole-1,3(2H)-dione

Ausbeute 79.0%

Lösungsmittel

1,4-dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 25 hours
2. 2
   SonstigeReaction
3. 3
   Sonstigeto reach room temperature
4. 4
   Filtrationthe formed precipitate was filtered
5. 5
   Waschenwashed with EtOH

Vorschrift

In a 100 mL round-bottom flask a mixture of 5-methyl-1H-pyrazol-3-amine (Aldrich, 500 mg, 5.15 mmol) and phthalic anhydride (ALDRICH) (1.07 g, 7.21 mmol) in 1,4-dioxane (30 mL) was stirred at reflux for 25 hours. Reaction was allowed to reach room temperature and the formed precipitate was filtered and washed with EtOH to afford 589 mg of the title compound as a yellowish solid. Filtrate was evaporated to dryness and after washing the residue with EtOH, an additional batch of 331 mg was obtained (total yield: 79%). 1H NMR (300 MHz, DMSO-d6) δ ppm: 12.77 (br s, 1H), 7.87-7.98 (m, 4H), 6.09 (s, 1H), 2.28 (s, 3H). [ES+MS] m/z 228 (MH+).

Quelle