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CAS No. : | 75358-89-3 | MDL No. : | MFCD00128863 |
Formula : | C8H6N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ANPYBZGPGODWJD-UHFFFAOYSA-N |
M.W : | 162.15 | Pubchem ID : | 339115 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319 | Packing Group: | N/A |
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 |
---|---|---|
64% | With water; sodium hydroxide In methanol at 20℃; for 8 h; | A mixture of ester 3(3.16 g, 19.5 mmol), MeOH (60 mL) and 1 M NaOH (22 mL) was stirred at r.t. for 8 h, and then concentrated in vacuo. The residue was diluted with H2O (20 mL) and CH2Cl2 (50 mL), and then the solution was acidified with 1M HCl under cooling. The resulting precipitate was collected, washed with H2O and hexane, and dried in vacuo. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With triethylamine In dichloromethane at 0 - 20℃; for 8 h; | To a stirred suspension of 2-carbamoylnicotinic acid (2; 7.47 g, 45mmol) in CH2Cl2 (50 mL) at 0 °were added Et3N (13.08 mL, 94 mmol) and methyl chloroformate (7.65 mL, 99 mmol). After the reaction mixture was stirred at r.t. for 8 h, it was diluted with CHCl3 (50mL) and washed with H2O, dried over MgSO4 and concentrated in vacuo. The product was washed with hexane and dried. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1.5 g | With N,N-diethylcarbamyl chloride In dichloromethane at 20℃; for 48 h; Inert atmosphere; Cooling with ice | TMSCN (6.8 mL, 54.9 mmol) was added dropwiseto 3B (7g, 45.7 mmol)in anhydrous CH2Ch under N2. Thereaction was cooledon ice bath and Et2NCOC1 (7.4g, 54.9 mmol) was added. The reaction was stirred at room temperature for two days.Aqueous K2C03 solution (10percent, 100 mL) was added to the reaction.After 10 minutes of stirring, the reaction was extractedwith ethyl acetate, dried over MgS04,filtered, and concentratedin vacuo.The residue was purified with flash chromatography to give 3C (1.5g) |