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CAS No. : | 89691-88-3 | MDL No. : | MFCD09045753 |
Formula : | C6H8N2O2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | ILOQJTLRHGYIOU-UHFFFAOYSA-N |
M.W : | 140.14 | Pubchem ID : | 242823 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P302+P352-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319 | 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 |
---|---|---|
39% | Stage #1: at 70℃; for 6 h; Inert atmosphere Stage #2: With hydrogenchloride In ethanol; water at 23℃; for 10 h; |
Example 34; 7-[4-nitro-3-(trifluoromethyl)phenyl]-5-{9-[(4,4,5,5,5-pentafluoropentyl)sulphinyl]nonyl}-5,7-diazaspiro[3.4]octane-6,8-dione34.1) 5,7-diazaspiro[3.4]octane-6,8-dioneSodium cyanide (1.47 g, 30 mmole) then ammonium carbonate (7.5 g, 78 mmole) are added under argon and at 23° to a solution of cyclobutanone (1.49 ml, 20 mmole) diluted in an ethanol-water solvent mixture (16 ml). The reaction mixture is heated for 6 hours at 70° C. After cooling down the reaction medium, water (15 ml) is poured in, then a solution of concentrated hydrochloric acid (13 ml) is added carefully. After stirring for 10 hours at 23° C. the ethanol and part of the water content of the reaction mixture are evaporated with a rotary evaporator. The precipitate is filtered on frit then washed with water. The expected compound is obtained in the form of a beige powder with a yield of 39percent (1.1 g).1H NMR 400 MHz (DMSO-d6) δ: 10.49 (se, 1H, NH); 8.27 (s, 1H, NH); 2.31-2.37 (m, 2H, CH2); 2.19-2.27 (m, 2H, CH2); 1.83-1.90 (m, 1H, CHA); 1.71-1.76 (m, 1H, CHB).Melting point: 223-225° C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | at 90℃; for 0.166667 h; Sealed tube; Microwave irradiation | General procedure: To a stirred solution of corresponding cyclic ketones (1 eq) in a mixture of MeOH/H2O (1/1,3 mL) was added sequentially the ammonium carbonate (3 eq) and the potassium cyanide (1.5 eq). The sealed tube was heated under microwave irradiation for 10 minutes at 90°C. The reaction mixture was cooled at RT and the purification by a suitable method afforded the desired product. |