ChemicalBook CAS DataBase List 1-(1,3-DIMETHYL-1 H-PYRAZOL-4-YL)-ETHANONE

1-(1,3-DIMETHYL-1 H-PYRAZOL-4-YL)-ETHANONE synthesis

9synthesis methods

Product Name:1-(1,3-DIMETHYL-1 H-PYRAZOL-4-YL)-ETHANONE
CAS Number:52773-23-6
Molecular formula:C7H10N2O
Molecular Weight:138.17

694-48-4
229 suppliers
$6.00/1g

108-24-7
0 suppliers
$14.00/250ML

1-(1,3-DIMETHYL-1 H-PYRAZOL-4-YL)-ETHANONE

52773-23-6
42 suppliers
$41.00/100mg

Yield:52773-23-6 81%

Reaction Conditions:

with sulfuric acid for 5 h;Inert atmosphere;Reflux;

Steps:

Acylation of Pyrazoles; General Procedure

General procedure: To a stirred mixture of pyrazole (200 mmol) and the appropriate acid anhydride (350 mmol, 1.75 equiv), concd H2SO4(0.2 mL) was added, and the resulting mixture was stirred under a nitrogen atmosphere in an oil bath until the pyrazole was consumed. For low boiling components, this mixture was heated at reflux. Reaction conditions (temperature and time) are given in Table 2. When the reaction was complete, volatile compounds were removed under reduced pressure and the residue was poured onto 100 mL crushed ice. The reaction mixture was neutralized under vigorous stirring by the addition of 20% aqueous NaOH or (in the case of fluorinated ketones) solid KHCO3 to adjust pH to 7-8. The ketone was extracted with CH2Cl2(3 × 50 mL) and the combined organic phases were washed with brine (50 mL), dried over MgSO4, and evaporated under reduced pressure. The resulting crude ketone was purified by either distillation or recrystallization from the appropriate solvent.

References:

Taydakov, Ilya V.;Krasnoselskiy, Sergey S. [Synthesis,2013,vol. 45,# 15,art. no. SS-2013-Z0195-OP,p. 2188 - 2192]