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Chemical Structure| 99459-52-6 Chemical Structure| 99459-52-6

Structure of 99459-52-6

Chemical Structure| 99459-52-6

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Product Details of [ 99459-52-6 ]

CAS No. :99459-52-6
Formula : C9H8N2O3
M.W : 192.17
SMILES Code : COC1=C(C=C(N(=O)=O)C=C1)CC#N

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Application In Synthesis of [ 99459-52-6 ]

* 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 [ 99459-52-6 ]

[ 99459-52-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 3913-23-3 ]
  • [ 143-33-9 ]
  • [ 99459-52-6 ]
YieldReaction ConditionsOperation in experiment
In ethanol; water; at 70℃; for 1.5h; 2-BROMOMETHYL-L-METHOXY-4-NITRO-BENZENE (25 g) was dissolved in warm EtOH (45 mL) and stirred while slowly adding a solution of NACN (6.0 g in 12 mL H20) at 70 C. After the addition was complete, the reaction was stirred at 70 C for 90 min. The inorganic solid, which separated on cooling, was collected and washed well with CH3CN. The CH3CN filtrate was filtered again giving further inorganic solid, and again washed with CH3CN. The FINAL CH3CN filtrate was evaporated giving a red-brown solid. This solid was triturated with CH2C12 until the washings were colorless. Evaporation of the CH2C12 filtrate gave (2- methoxy-5-nitrophenyl) -acetonitrile as a red-brown solid, which was used without further purification.
  • 2
  • [ 3913-23-3 ]
  • [ 99459-52-6 ]
YieldReaction ConditionsOperation in experiment
In methanol; diethyl ether; water; 10 cm3 of a 3.5M potassium cyanide solution are added to a solution of 6.2 g of <strong>[3913-23-3]2-methoxy-5-nitrobenzyl bromide</strong> in 60 cm3 of methanol. The mixture is stirred under reflux for 4 hours and then concentrated to dryness under reduced pressure. The residue obtained is taken up in 100 cm3 of diethyl ether and 100 cm3 of water. The organic phase is dried over magnesium sulphate and then concentrated to dryness under reduced pressure (2.7 kPa) at 35 C. The crude product obtained is purified by chromatography on 40 g of silica (0.065-0.200 mm) contained in a column 3 cm in diameter (eluent: methylene chloride), collecting 20 cm3 fractions. Fractions 3 to 8 are combined and concentrated to dryness under reduced pressure (2.7 kPa) at 40 C. 4.2 g of 2-methoxy-5-nitrophenylacetonitrile melting at 100 C. are thus obtained. <strong>[3913-23-3]2-Methoxy-5-nitrobenzyl bromide</strong> may be prepared in the following way:
 

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