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Chemical Structure| 59290-34-5 Chemical Structure| 59290-34-5

Structure of 59290-34-5

Chemical Structure| 59290-34-5

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Product Details of [ 59290-34-5 ]

CAS No. :59290-34-5
Formula : C6H5N3O3
M.W : 167.12
SMILES Code : O=C(N)C1=NC=C([N+]([O-])=O)C=C1
MDL No. :MFCD15143618

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Application In Synthesis of [ 59290-34-5 ]

* 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 [ 59290-34-5 ]

[ 59290-34-5 ] Synthesis Path-Downstream   1~3

  • 3
  • [ 30651-24-2 ]
  • [ 59290-34-5 ]
YieldReaction ConditionsOperation in experiment
With pyridine; ammonium chloride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; General procedure: A solution of the appropriate carboxylic acidcarboxylic acid hydrochloride (1 eq.) and the appropriate amine or amine hydrochloride (1.1-1.9 eq.) in pyridine (about 0.1 M) was heated to 60° C., and T3P (50percent in ethyl acetate, 1.5-15 eq.) was added dropwise. Alternatively, T3P was added at RT and the mixture was then stirred at RTheated to 50 to 90° C. After 1 to 20 h, the reaction mixture was cooled to RT and either purified directly by meanspreparative RP-HPLC (water-acetonitrile gradient or water- methanol gradient) or admixed with water and ethyl acetate. The aqueous phase was extracted with ethyl acetate.combined organic phases were washed with aqueous buffer solution (pH=5), with saturated aqueous sodium hydrogen- carbonate solution and with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated under reduced pressure. The crude product was then optionally purified either by means of normal phase chromatography (eluent: cyclohexane/ethyl acetate mixtures or dichloromethane/methanol mixtures) or preparative RP-HPLC(water/acetonitrile gradient or water/methanol gradient); According to General Method 58, 4.00 g (23.8 mmol) of <strong>[30651-24-2]5-nitropyridine-2-carboxylic acid</strong> and 1.91 g (35.7 mmol, 1 .5 eq.) of ammonium chloride were reacted. After workup, the crude product was used for the next stage without thrther purification. LC/MS [Method 1]: R=0.39 mm; MS (ESIpos):mlz=168 (M+H),
 

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