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CAS No. : | 827-41-8 | MDL No. : | MFCD00191749 |
Formula : | C9H9N3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PWSZRRFDVPMZGM-UHFFFAOYSA-N |
M.W : | 159.19 | Pubchem ID : | 136655 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
65% | With acetic acid; at 100℃; for 4h; | 5-(furan-2-yl)-2-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one(2) (0126) A mixture of 3-phenyl-1H-pyrazol-5-amine (1: 0.318 g, 2.0 mmol, 1.0 eq) and <strong>[615-06-5]methyl 3-(furan-2-yl)-3-oxopropanoate</strong> (0.370 g, 2.2 mmol, 1.10 eq) was heated in acetic acid (2.0 mL) at 100 C. for 4 hr. After cooling down to rt, the precipitate was collected by filtration. The precipitate was rinsed with EtOH (15 mL) and dried under air to afford 5-(furan-2-yl)-2-phenylpyrazolo[1,5-a]pyrimidin-7(4H)-one (0.358 g, 65%) as a white solid. 1H-NMR (400 MHz, DMSO-d6) delta 12.70 (s, 1H), 8.06 (m, 1H), 8.00 (m, 1H), 7.98 (m, 1H), 7.51-7.47 (m, 3H), 7.44-7.42 (m, 1H), 6.81 (dd, J=3.7, 1.8 Hz, 1H), 6.64 (s, 1H), 6.15 (s, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | In ethanol; for 1h;Reflux; | General procedure: The compound tetronic acid (100 mg, 1 mmol) was dissolved in 4 mL of ethanol, followed by the addition of 3,4,5-trimethoxybenzaldehyde (5a) (196 mg, 1 mmol) and 3-phenyl-1H-pyrazol-5-amine (159 mg, 1 mmol). The reaction mixture was reflux at ethanol temperature for 1 h. The reaction mixture was allowed to cool to room temperature. Now, the precipitated product was collected by vacuum filtration, washed with ethanol (3 mL) and then recrystallized from acetone to afford pure compound 8a as in 390 mg, 93 % yield. |
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