Reaktion #1118705

Reaktionsgleichung

1,3-Dimethyl-5-pyrazolamine

methyl-2-(3-nitrobenzyliden)acetoacetate

→

4,7-dihydro-1,3,6-trimethyl-4-(3-nitrophenyl)-1H-pyrazolo[3,4-b]pyridin-5-carboxylic acid methyl ester

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture is refluxed for about 5 hours
2. 2
   Sonstigethe solvent is evaporated under reduced pressure
3. 3
   Waschenwashed with 2% hydrochloric acid
4. 4
   Trocknenwith saturated aqueous sodium bicarbonate, the organic phase is dried over sodium sulphate
5. 5
   Sonstigethe solvent is evaporated
6. 6
   FiltrationThe solid compound of the title is recovered by filtration

Vorschrift

1,3-Dimethyl-5-pyrazolamine (3.33 g; 0.030 mol) is dissolved in ethanol (35 ml) and methyl-2-(3-nitrobenzyliden)acetoacetate (6.75 g; 0.27 mol) is added thereto. The mixture is refluxed for about 5 hours, then the solvent is evaporated under reduced pressure and the residue is taken up in methylene chloride, washed with 2% hydrochloric acid and then with saturated aqueous sodium bicarbonate, the organic phase is dried over sodium sulphate and then the solvent is evaporated. The solid compound of the title is recovered by filtration, after taking up in ethyl ether. M.p. 163°-166° C.

Quelle