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Chemical Structure| 76240-19-2 Chemical Structure| 76240-19-2

Structure of 76240-19-2

Chemical Structure| 76240-19-2

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Product Details of [ 76240-19-2 ]

CAS No. :76240-19-2
Formula : C8H12O4
M.W : 172.18
SMILES Code : O=C(OCC)C(C=COCC)=O
MDL No. :MFCD11045806
InChI Key :XPBYGYFJOZXYOE-AATRIKPKSA-N
Pubchem ID :6421788

Safety of [ 76240-19-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 76240-19-2 ]

* 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 [ 76240-19-2 ]

[ 76240-19-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 67-56-1 ]
  • [ 76240-19-2 ]
  • [ 15366-34-4 ]
  • [ 5932-27-4 ]
YieldReaction ConditionsOperation in experiment
With hydrazine hydrochloride; at 20℃;Reflux; A suspension of hydrazine hydrochloride (250 g, 3.65 mol) in methanol (1.5 L) was heated to reflux under nitrogen. At reflux, crude ethyl 4-ethoxy-2-oxo-3-butenoate (655 g, 3.65 mol) was added dropwise over 2 h. After complete addition, the reaction was allowed to cool to room temperature with stirring. After 2 h, the reaction was complete and it was cooled to 5 0C (ice bath) and the resulting precipitate was filtered and then washed with methanol (10OmL) to provide the first crop of the title compound (containing unreacted hydrazine hydrochloride, which was later removed by washing with water). The combined filtrates were concentrated under reduced pressure to give a brown syrupy residue (about 400 mL). Water (1.2 L) was added to the syrup and the mixture stirred for 30 min. The resulting solid was filtered under suction to provide a second crop of the title compound. The two product crops were combined and washed with water (2 x 100 mL) to afford the title compound as a beige solid (241 g, 47percent over two steps) containing up to 15percent w/w of lH-pyrazole-3-carboxylic acid methyl ester. 1H- NMR (400 MHz, OMSO-d6) delta 13.57 (bs, IH), 7.82 (m, IH), 6.76 (m, IH), 4.26 (q, J = 7.1 Hz, 2H), 3.80 (s, methyl ester impurity), 1.29 (t, J= 7.1 Hz, 3H).
  • 2
  • [ 76240-19-2 ]
  • [ 57297-29-7 ]
  • [ 1192801-25-4 ]
YieldReaction ConditionsOperation in experiment
73% With triethylamine; In 1,4-dioxane; at 100℃; for 48h; General procedure: Et3N (27.9 mL, 20.2 g, 0.200 mol) was added to a stirred mixture of b-alkoxyvinyl ester 1-3 (0.100 mol) and the corresponding amidine/guanidine 4-15 (0.120 mol) in 1,4-dioxane (200 mL). The resulting mixture was stirred at 100 C for 48 h, then cooled to rt and evaporated in vacuo. The residue was diluted with H2O (150 mL) and extracted with t-BuOMe (2x100 mL). The combined organic extracts were washed with water (50 mL), dried over Na2SO4, filtered through silica gel and evaporated in vacuo.
 

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