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CAS No. : | 26033-20-5 | MDL No. : | MFCD00216971 |
Formula : | C10H8N2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | OCCFXKQCKSLEII-UHFFFAOYSA-N |
M.W : | 172.18 | Pubchem ID : | 291816 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302 | 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 |
---|---|---|
63% | With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; at 20℃; | General procedure: Cyanuric chloride (0.15mmol) was added to a mixture of 3a-3x (1mmol) and 4a (206mg, 1.2mmol) in CH3CN, MeOH or DMSO (3mL). The mixture was stirred at room temperature for 0.5-2h. After completion, the mixture was extracted with EtOAc three times. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with CH2Cl2/MeOH (30/1) to afford H1, A1-A23. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
49% | With copper(II) oxide; In N,N-dimethyl acetamide; at 120℃; for 24h; | General procedure: A mixture of 3a-3d, 3t or 3w (1mmol), 4a (172mg, 1mmol) and CuO (4mg, 0.05mmol) in DMA (3mL) was heated at 120C for 24h. The mixture was cooled to room temperature and extracted with EtOAc three times. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with CH2Cl2/MeOH (30/1) to afford B3-B8. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
59% | With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; at 20℃; | General procedure: Cyanuric chloride (0.15mmol) was added to a mixture of 3a-3x (1mmol) and 4a (206mg, 1.2mmol) in CH3CN, MeOH or DMSO (3mL). The mixture was stirred at room temperature for 0.5-2h. After completion, the mixture was extracted with EtOAc three times. The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography eluting with CH2Cl2/MeOH (30/1) to afford H1, A1-A23. |
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