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CAS No. : | 39562-22-6 | MDL No. : | MFCD00521048 |
Formula : | C14H15NO6 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | UVZJPCAZMGLNTB-UKTHLTGXSA-N |
M.W : | 293.27 | Pubchem ID : | 2063485 |
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-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 |
---|---|---|
91% | With dimethyl amine; In ethanol; isopropyl alcohol; | a) 200 kg of 2-methoxyethyl acetoacetate and 185.1 kg of 3-nitrobenzaldehyde are suspended in 800 l of isopropanol. Then 5.65 kg of p-anisic acid and 5.05 kg of 33percent dimethylamine in ethanol are added, heating for about 30' at about 35° C. to obtain a solution. The reaction mixture is left to cool at 20/25° C. and then it is cooled for about 12 hours with running water and for a further 24 hours at about 0° C. with brine, then is centrifuged, washing with isopropanol. After drying, 327 kg of 2-methoxyethyl 2-(3-nitrobenzylidene) acetoacetate are obtained, in an about 91percent yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
(b) 270 ml of isopropanol and 64.4 g (0.45 mole) of isopropyl 3-aminocrotonate are added to the 2-methoxyethyl 2-(3'-nitrobenzylidene)acetoacetate which has been prepared according to (a) and is moist with isopropanol. The mixture is heated to reflux (83° C.) and kept at this temperature for 24 hours. After cooling to 0° C., the resulting crystals are isolated, washed with 86 ml of isopropanol and sucked dry. 173.2 g of 3-isopropyl, 5-(2-methoxy)-ethyl 1,4-dihydro-2,6-dimethyl-4-(3'-nitrophenyl)-3,5-pyridine dicarboxylate of melting point 122°-127° C. (92percent of theory) are obtained. Thin-layer chromatography on Merck silica gel ready-coated plates (mobile phase: chloroform:acetone:petroleum ether=3:2:5) shows no visible by-products. |