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[ CAS No. 626-34-6 ] {[proInfo.proName]}

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Chemical Structure| 626-34-6
Chemical Structure| 626-34-6
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Product Details of [ 626-34-6 ]

CAS No. :626-34-6 MDL No. :MFCD02730138
Formula : C6H11NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :YPMPTULBFPFSEQ-PLNGDYQASA-N
M.W : 129.16 Pubchem ID :643756
Synonyms :

Safety of [ 626-34-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330 UN#:N/A
Hazard Statements:H302-H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 626-34-6 ]

* 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.

  • Downstream synthetic route of [ 626-34-6 ]

[ 626-34-6 ] Synthesis Path-Downstream   1~5

  • 1
  • [ 720-94-5 ]
  • [ 626-34-6 ]
  • 2-Methyl-6-p-tolyl-4-trifluoromethyl-nicotinic acid ethyl ester [ No CAS ]
  • 2
  • [ 626-34-6 ]
  • [ 1721-26-2 ]
  • 3
  • [ 110-89-4 ]
  • [ 626-34-6 ]
  • [ 107-02-8 ]
  • [ 1721-26-2 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; hydrogen sulfide; In chloroform; isopropyl alcohol; EXAMPLE 1 Ethyl 2-methylnicotinate STR6 To a mixture of 800 ml. of ethyl 3-aminocrotonate, 30 ml. of piperidine and 1.4 l. of isopropanol, stirred at 25°-30° C., 540 ml. of acrolein were added slowly over a 2 hour period with stirring. Upon completion of the addition of the acrolein, the reaction mixture was heated to reflux and refluxed for 31/2 hours. Then the reaction mixture was evaporated at reduced pressure to dryness. The residue was heated to 100° C. and 610 g. of sulfur were added thereto portionwise. The reaction mixture was then heated at 100° C. for 2 hours and at 125° C. for 11/2 hours. The reaction mixture was allowed to cool to about room temperature and 1 l. of chloroform was added thereto. The reaction mixture was filtered through Celite and the filter cake was washed with additional chloroform. The combined chloroform filtrate and washings were extracted three times with 1 l. portions of 2 N. hydrochloric acid. The aqueous acidic layers were combined and, with cooling, were made basic with 2 N. sodium hydroxide solution. The obtained aqueous basic solution was extracted three times with 1 l. portions of chloroform. The chloroform extracts were combined, washed with saturated brine, dried over anhydrous sodium sulfate and evaporated at reduced pressure to obtain an oily residue which was distilled under high vacuum to obtain the pure product (350 g.), b.p. 73°-77° C./0.5 mm. Hg.
  • 4
  • [ 80370-42-9 ]
  • [ 626-34-6 ]
  • [ 13602-96-5 ]
YieldReaction ConditionsOperation in experiment
32 g To a mixture of <strong>[80370-42-9]ethyl 2-formyl-3-oxopropanoate</strong> (50.0 g) and diethyl ether (350 mL) was added dropwise TEA (38.5 g) at - 10°C. The reaction mixture was stirred at 25°C for 2 hr. The solvent was evaporated under reduced pressure, and a solution of 4-methylbenzenesulfonyl chloride (72.9 g) in DMF (200 mL) was added thereto with stirring at -20°C. The reaction mixture was warmed to 25°C, and stirred for 4 hr. To the mixture was added a solution of ethyl (2Z) -3-aminobuta-2-enoate (47.1 g) and pyridine (109 g) in DMF (150 mL) at 25°C. The reaction mixture was stirred at 80°C for 10 hr. The reaction mixture was concentrated under reduced pressure, the residue was diluted with saturated aqueous sodium hydrogencarbonate solution (500 mL), and the mixture was extracted with ethyl acetate (600 mL x 2). The combined organic layer was washed with saturated brine (1000 mL x 2), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the title compound (32.0 g). MS: [M+H]+237.9.
  • 5
  • [ 80370-42-9 ]
  • [ 626-34-6 ]
  • [ 13602-96-5 ]
YieldReaction ConditionsOperation in experiment
Ethyl 2-formyl-3-oxopropanoate (500.0 g) was dissolved in DMF (1.50 L) , and the solution was cooled to 0°C. To the solution were added TEA (702.0 g) and 4-methylbenzenesulfonyl chloride (728.0 g) at 0°C, and the mixture was stirred under nitrogen atmosphere at 15°C for 1 hr. To the mixture were added molecular sieve 4A (500.0 g) , pyridine (1.10 kg) and a solution of ethyl 3-aminobuta-2-enoate (448 g) in DMF (1 L) at 15°C, and the mixture was stirred at 80°C under nitrogen atmosphere for 12 hr. The same procedure was carried out a total of ten times in parallel, all the mixtures were cooled to 15°C, the mixtures were combined, and the solid was removed by filtration. The filtrate was poured into saturated aqueous sodium hydrogencarbonate solution (50 L) , and the mixture was extracted with tert-butyl methyl ether (20 L and 10 L) . The combined organic layers were washed with saturated brine (10 L) , dried over anhydrous sodium sulfate, and concentrated under reduced pressure. To the residue was added petroleum ether (5 L) , the mixture was stirred, and the precipitated solid was collected by filtration. The obtained solid was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to give the title compound (2.50 kg). XH NMR (400 MHz, DMSO-d6) delta 1.32-1.36 (6H, m) , 2.79 (3H, s) , 4.33-4.39 (4H, m) , 8.55 (1H, d, J = 1.6 Hz), 9.08 (1H, d, J = 2.0 Hz) .
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