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Chemical Structure| 476161-59-8 Chemical Structure| 476161-59-8

Structure of 476161-59-8

Chemical Structure| 476161-59-8

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Product Details of [ 476161-59-8 ]

CAS No. :476161-59-8
Formula : C10H8BrNO
M.W : 238.08
SMILES Code : COC1=CC=C2N=C(Br)C=CC2=C1
MDL No. :MFCD08688605

Safety of [ 476161-59-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302
Precautionary Statements:P280-P305+P351+P338

Application In Synthesis of [ 476161-59-8 ]

* 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 [ 476161-59-8 ]

[ 476161-59-8 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 6563-13-9 ]
  • [ 476161-59-8 ]
YieldReaction ConditionsOperation in experiment
General procedure: To a solution of 6-methylquinoline (270µL, 2.0mmol, 1.0eq) in dry dichloromethane (4.0mL), m-chloroperbenzoic acid (690mg, 4.0mmol, 2.0eq) was added at 0C under argon. The mixture was stirred overnight at room temperature, then diluted with dichloromethane and washed with potassium hydroxide (6M). The organic layers were dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. A mixture of the residue, molecular sieve (4Å) and tetrabutylammonium bromide (967mg, 3.0mmol, 1.5eq) in dry dichloromethane (200mL) was stirred for 10min at room temperature. p-Toluenesulfonic anhydride (979mg, 3.0mmol, 1.5eq) was added and stirring was continued at room temperature overnight. The reaction mixture was filtered and the solvent was evaporated to dryness under reduced pressure. The crude product was purified by column chromatography (cyclohexane/chloroforme 10:15:11:1) to give 297mg (1.34mmol, 67%) of the analytically pure compound. C10H8BrN; MW: 222; 1HNMR (CDCl3, 400MHz): δ 7.99-7.87 (m, 2H), 7.62-7.53 (m, 2H), 7.46 (d, J=8.5Hz, 1H), 2.52 (s, 3H); 13CNMR (CDCl3, 100MHz): δ 147.3, 140,9, 137.9, 137.3, 132.9, 128.4, 127.1, 126.7, 125.8, 21.7.; MS (ESI): 223 (M+H)+.
 

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