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CAS No. : | 21487-45-6 | MDL No. : | MFCD00525714 |
Formula : | C16H12N2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | LZGBMIZREYTWRI-UHFFFAOYSA-N |
M.W : | 248.28 | Pubchem ID : | 555820 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338+P310-P332+P313-P362-P403+P233-P405-P501 | 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 |
---|---|---|
84% | With 1-butyl-3-methylimidazolium hydrogen sulfate; at 70℃; for 2h;Green chemistry; | General procedure: General procedure for the synthesis of thiochromeno[3,4-d]pyrimidine (4): A dry 50 mL flask was charged with thiochroman-4-one 1 (1 mmol), aromatic aldehyde 2 a-n (1 mmol), thiourea 3 and [Bmim]HSO4 ionic liquid (2 mL). The reaction mixture was stirred at 70 C for 1 h. The progress of the reaction was monitored by TLC (eluent = n-hexane/ethyl acetate: 8/2, v/v). After completion of the reaction, the reaction mixture was cooled to RT and poured into ice cold water, the solid separated was filtered, washed with water, dried and purified by column chromatography using silica gel (ethyl acetate/n-hexane: 2/8, v/v) to afford title compounds 4a-n in good yields. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In ethanol; for 2h;Reflux; | General procedure: A mixture of theintermediate compounds 2 (1 mmol) and 3 (1 mmol) in ethanol(10 mL) was stirred at reflux for 2 h. After cooling to roomtemperature, the precipitated solid was filtered, and thenrecrystallized from ethanol to give the title compounds 5a-5p. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | In ethanol; for 2h;Reflux; | General procedure: A mixture of theintermediate compounds 2 (1 mmol) and 3 (1 mmol) in ethanol(10 mL) was stirred at reflux for 2 h. After cooling to roomtemperature, the precipitated solid was filtered, and thenrecrystallized from ethanol to give the title compounds 5a?5p. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With acetic acid; In ethanol; for 5.0h;Reflux; | General procedure: A mixture of 1,3-dipheny l - 1H- py r a z o l -4-carboxaldehyde (1) (0.74 g, 3 mmol), the correspondinghydrazine (2a,b, 6a,b and 10a,b) (3 mmol), and 2-3 dropsglacial acetic acid in ethanol (20 mL) was reuxed on awater bath for about 5 h. The solvent was removed and theresidue was recrystallized from the suitable solvent. |
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