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Chemical Structure| 5654-95-5 Chemical Structure| 5654-95-5

Structure of 5654-95-5

Chemical Structure| 5654-95-5

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Product Details of [ 5654-95-5 ]

CAS No. :5654-95-5
Formula : C7H4N2O2
M.W : 148.12
SMILES Code : O=C1NC2=C(C=CC=N2)C1=O
MDL No. :MFCD09999197
InChI Key :WIZIBEDAPVILNL-UHFFFAOYSA-N
Pubchem ID :14707943

Safety of [ 5654-95-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 5654-95-5 ]

* 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 [ 5654-95-5 ]

[ 5654-95-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 5654-97-7 ]
  • [ 5654-95-5 ]
YieldReaction ConditionsOperation in experiment
65% With N-Bromosuccinimide; dimethyl sulfoxide; at 120℃; for 0.5h; Dried DMSO (6 mL) was heated to 120 C and a solution of 8 (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (2 mL) was added dropwise. The mixture was stirred at 120 C for 30 min, adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate: hexane (3:1) as eluent to afford 9 as a yellow solid (259.2 mg, 1.76 mmol, 65%). 1H NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H), 8.38 (dd, 1H, 3JH,H = 3.3 Hz, 4JH,H = 0.9 Hz), 7.87 (dd, 1H, 3JH,H = 5.0 Hz, 4JH,H = 1.1 Hz), 7.01 (dd, 1H, 3JH,H = 4.8 Hz, 4JH,H = 3.5 Hz). 13C-{1H} NMR (150 MHz, DMSO-d6, delta = 39.5 ppm): 183.0, 164.0, 160.0, 155.2, 132.6, 119.0, 112.9. C7H6N2O2. Found: C 56.66, H 2.83, N 18.72; requires: C 56.76, H 2.72, N 18.91.
31% A suspension of <strong>[5654-97-7]7-azaoxindole</strong> (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (13 mL) was stirred at 60 C for 2 h and at 95 C for 8 h under reduced pressure (100 hPa). The mixture was adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate : hexane (3:1) as eluent to afford a yellow solid (170 mg, 1.15 mmol, 31 %). 1H-NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H, NH), 8.38 (dd, 1H, 3JH,H = 5.2 Hz, 4JH,H = 1.8 Hz, 6-CH), 7.87 (dd, 1H, 3JH,H = 7.5 Hz, 4JH,H = 0.9 Hz, 4-CH), 7.09 (dd, 1H, 3JH,H = 7.4 Hz, 4JH,H = 5.2 Hz, 5-CH).
  • 2
  • [ 5654-97-7 ]
  • [ 5654-95-5 ]
  • (E)-[3,3'-bipyrrolo[2,3-b]pyridinylidene]-2,2'(1H,1'H)-dione [ No CAS ]
 

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