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CAS No. : | 4344-87-0 | MDL No. : | MFCD00010705 |
Formula : | C4H6N2O | Boiling Point : | No data available |
Linear Structure Formula : | NNHC(CH3)CH2C(O) | InChI Key : | WGVHNCAJPFIFCR-UHFFFAOYSA-N |
M.W : | 98.10 | Pubchem ID : | 319771 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
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 |
---|---|---|
42.4% | With potassium carbonate; In DMF (N,N-dimethyl-formamide); at 80℃; for 6h; | Potassium carbonate (2.8 g, 20.0 mmol) was added to a solution of 3-hydroxy-5-methylpyrazole (1.47 g, 15.0 mmol) and <strong>[67515-59-7]4-fluoro-3-trifluoromethylbenzonitrile</strong> (2.8 g, 15.0 mmol) in DMF (30 ml), and the mixture was stirred under heating at 80C for 6 hours. After completion of the reaction, the reaction mixture was poured into 2N hydrochloric acid (70 ml) and extracted with ethyl acetate (30 ml x 3). An organic layer was washed with water, dried over anhydrous magnesium sulfate and filtered to remove a desiccant, and the solvent was distilled off from the filtrate under reduced pressure. The resultant crude product was purified with a silica gel column (ethyl acetate/hexane = 1/5), to give a yellowish solid of 3-(4-cyano-2-trifluoromethylphenyloxy)-5-methylpyrazole (1.7 g, yield: 42.4 %). mp: 123-125C; 1H-NMR(CDCl3, TMS, ppm): delta 2.28(d, J=0.5Hz, 3H), 5.75(d, J=0.5Hz, 1H), 7.30(d, J=8.8Hz, 1H), 7.75(dd, J=2.0 and 8.8Hz, 1H), 7.96(d, J=2.0Hz, 1H), 9.60-11.60(br s, 1H). |
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