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Chemical Structure| 91184-02-0 Chemical Structure| 91184-02-0

Structure of 91184-02-0

Chemical Structure| 91184-02-0

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Product Details of [ 91184-02-0 ]

CAS No. :91184-02-0
Formula : C6H5N3O
M.W : 135.12
SMILES Code : [O-][N+]1=CC=C2C(NC=N2)=C1
MDL No. :MFCD19217460

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Application In Synthesis of [ 91184-02-0 ]

* 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 [ 91184-02-0 ]

[ 91184-02-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 272-97-9 ]
  • [ 91184-02-0 ]
YieldReaction ConditionsOperation in experiment
With 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane; at 0 - 20℃; for 22h; Compound 2 (2.5 g, 20.83 mmol) was dissolved in a mixture of 60 mL DCM + 30 mL of MeOH and 10.3 g of m-CPBA (41.67?mmol) dissolved in methanol was added dropwise at 0?C. The reaction was stirred at room temperature for 22?h, after which the mixture was concentrated in vacuum. Methanol (30?mL) was added to the residue which was adsorbed on silica. The title compound 3 was isolated via silica gel chromatography using EA/MeOH (65:35) in 80% yield. 1H NMR (300?MHz, DMSO-d6) delta 8.68 (d, J?=?1.5?Hz, 1H), 8.39 (s, 1H), 8.07 (dd, J?=?6.9, 1.8?Hz, 1H), 7.64 (d, J?=?6.9?Hz, 1H). 13C NMR (75?MHz, DMSO) delta 147.96, 137.85, 136.67, 133.51, 128.35, 111.77. HRMS (ESI): m/z calcd. for C6H6N3O [M+H]+: 136.0505; found, 136.0510.
  • 2
  • [ 272-97-9 ]
  • [ 7732-18-5 ]
  • [ 7722-84-1 ]
  • [ 91184-02-0 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran; acetic acid; acetonitrile; EXAMPLE 17 1H-Imidazo[4,5-c]pyridine-5-oxide 1H Imidazo[4,5-c]pyridine (4.0 g, 33.6 mmol) was dissolved in 60 ml of fresh acetic acid, heated to 73 C.+-1 C. and to the solution was added 8.8 ml of 30% H2 O2 (78 mmol). After stirring and heating at 73 C. for 24 hrs, an additional 5 ml of H2 O2 was added as well as 1 ml of trifluoroacetic acid. Heating at 73 C. was continued for an additional 3 days. After concentrating, an aliquot NMR (D2 O) shows a 2:1 product: starting material mixture. Concentration of the main reaction mixture was followed by trituration of the residue with 50 ml of acetonitrile. The filtered insolubles 1.6 g (35%) are pure N-oxide by TLC, (reverse phase, 9:1 H2 O:THF) 200 MHz NMR (D2 O, delta from TSP): 7.82 (1H, d, J=7 Hz) 8.21 (1H, d of d, J=7 Hz, J=1 Hz) 8.52 (1H, s) 8.84 (1H, d, J=1).
 

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