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CAS No. : | 56430-08-1 | MDL No. : | MFCD00003140 |
Formula : | C12H14N2O | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | CSVSLJZHBKTVNT-UHFFFAOYSA-N |
M.W : | 202.25 | Pubchem ID : | 91854 |
Synonyms : |
|
Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
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* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With palladium diacetate; silver carbonate; In acetonitrile; at 90℃; for 12h;Sealed tube; | General procedure: A mixture of 5-pyrazolones 1 (0.3 mmol), aryl halids (0.6 mmol), Pd(OAc)2 (0.03 mmol) and Ag2CO3 (0.6 mmol) in 2 mL MeCN was placed in a sealed tube. The tube was heated at 90 C for 12 h using an oil bath. After the reaction was completed (as monitored by TLC), the mixture was cooled to room temperature, and then concentrated under reduced pressure to afford a crude product Purification by column chromatography on silica gel (EtOAc) to yield 4-aryl-5-pyrazolones 3. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: A reaction mixture containing aryl hydrazine (2 mmol), ethyl acetoacetate (2 mmol), molecular sieves (4 A) and toluene (4 mL) was stirred in the dark in a sealed tube maintained at 120 C in an oil bath. After 17 h, the reaction mixture was cooled to room temperature. To this mixture, acetonitrile (2 mL) and iodomethane (6 mmol) were added successively and stirred in the dark in the sealed tube maintained at 120 C for additional 17 h, After the reaction was completed, the mixture was cooled to room temperature. The solvent was then evaporated in vacuo. The resulting residue was purified by flash column chromatography (ethyl acetate) to yield 1b-l. |
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