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Chemical Structure| 118431-89-3 Chemical Structure| 118431-89-3

Structure of 118431-89-3

Chemical Structure| 118431-89-3

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Product Details of [ 118431-89-3 ]

CAS No. :118431-89-3
Formula : C7H9NO
M.W : 123.15
SMILES Code : O=C(CC#N)C1CCC1
MDL No. :MFCD07787182

Safety of [ 118431-89-3 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301+H311+H331
Precautionary Statements:P261-P280-P301+P310-P311
Class:6.1
UN#:2810
Packing Group:

Application In Synthesis of [ 118431-89-3 ]

* 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 [ 118431-89-3 ]

[ 118431-89-3 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 118431-89-3 ]
  • [ 326827-21-8 ]
YieldReaction ConditionsOperation in experiment
91% With hydrazine; In ethanol; at 75℃; for 14h; To an aliquot of the crude 3-cyclobutyl-3-oxo-propionitrile (10.0 g, 81.3 mmol) prepared above in EtOH (300 mL) was added hydrazine. The resulting mixture was heated to 75 C. (oil bath). After 14 hr, the reaction was cooled to room temperature and concentrated under reduced pressure. The resulting oil was taken up in EtOAc and washed with saturated aqueous NaHCO3 solution. The layers were separated and the aqueous layer was extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered through a pad of diatomaceous earth, and concentrated under reduced pressure. Purification of this material was accomplished by flash column chromatography on a Biotage 75S MPLC system (A Dynax Corp., Charlottesville, Va.), eluting with 100 EtOAc (2 L) and 10% MeOH/CH2Cl2 (2 L). The product-containing fractions were collected and concentrated to give the title compound (10.0 g, 91% yield) as a brown oil. 400 MHz 1H NMR (CDCl3) d 5.47 (s, 1H), 5.25 (bs, 3H), 3.40 (dddd, J=8.3, 8.3, 8.3, 8.3 Hz, 1H), 2.34-2.27 (m, 2H), 2.16-1.88 (m, 4H). LRMS m/z (APCI+) 138 (M+1).
With hydrazine; In ethanol; at 60℃; for 24h; General procedure: A solution of 50 mg (0.34 mmol) of 3-oxo-3-phenylpropanenitrile and 11.6 mg (0.36 mmol) of hydrazine and 0.024 mL of acetic acid (0.37 mmol) in 3 mL of anhydrous ethanol was heated at 60 C for 24 hr. The mixture was cooled to ambient temperature and the solvent removed in vacuo. The residue was taken up in ethyl acetate, washed with saturated sodium bicarbonate. The organic layer was washed with brine and dried over MgSO4, filtered and evaporated. The solid residue waswashedwithethyl ether and dried in vacuo to give 45 mg (82%) of 3-phenyl-1H-pyrazol-5-amine.
 

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