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Chemical Structure| 211915-52-5 Chemical Structure| 211915-52-5

Structure of 211915-52-5

Chemical Structure| 211915-52-5

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Product Details of [ 211915-52-5 ]

CAS No. :211915-52-5
Formula : C8H9N3O4
M.W : 211.18
SMILES Code : O=C(OC)C1=CN=C(NC)C([N+]([O-])=O)=C1
MDL No. :MFCD09862685

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Application In Synthesis of [ 211915-52-5 ]

* 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 [ 211915-52-5 ]

[ 211915-52-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 59237-53-5 ]
  • [ 211915-52-5 ]
YieldReaction ConditionsOperation in experiment
In methylamine; a Methyl 6-methylamino-5-nitro-nicotinate 1.6 g (7.4 mMol) of methyl 6-chloro-5-nitro-nicotinate (see Bernie et al. in J. Chem. Soc. 1951, 2590) were stirred in 20 ml of 40percent aqueous methylamine solution at room temperature for 30 minutes. The reaction mixture was then diluted with ice water, the yellow precipitate formed was filtered off and dried. Yield: 1.2 g (80percent of theory), Rf value: 0.66 (silica gel; ethyl acetate/ethanol/glacial acetic acid=90:5:5)
  • 2
  • [ 59237-53-5 ]
  • [ 74-89-5 ]
  • [ 211915-52-5 ]
YieldReaction ConditionsOperation in experiment
436 mg In tetrahydrofuran; N,N-dimethyl-formamide; at 20℃; for 1h; A solution of <strong>[59237-53-5]methyl 6-chloro-5-nitronicotinate</strong> (500 mg, 2.309 mmol, commercially available from, for example, ButtPark) in anhydrous DMF (2.5 mL) was treated with methylamine (2M in THF, 2.5 mL, 5 mmol) - instant dark yellow colour warming and ppt. The reaction was stirred at ambient temperature (air atm. - loosely capped vial) for -20 min. A further portion of methylamine (2M in THF, 1.0 mL, 2 mmol) was added and stirring continued for -40 min. Most of the solvent was evaporated under a stream of nitrogen and the residue (semi-solid) diluted with water and treated with DIPEA (-2 mL). The mixture was extracted repeatedly with ethyl acetate (solid not particularly soluble in ethyl acetate). The organic extracts were combined, dried (hydrophobic frit) and reduced to dryness under a stream of nitrogen to give a yellow crystalline solid (436 mg).LCMS (Method B): Rt=0.84 min, MH+=212.1.
 

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