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Chemical Structure| 939-16-2 Chemical Structure| 939-16-2

Structure of 939-16-2

Chemical Structure| 939-16-2

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Product Details of [ 939-16-2 ]

CAS No. :939-16-2
Formula : C9H6BrNO
M.W : 224.05
SMILES Code : OC1=NC2=CC=CC=C2C=C1Br
MDL No. :MFCD09029798
InChI Key :AGARPHPERRYPRP-UHFFFAOYSA-N
Pubchem ID :268338

Safety of [ 939-16-2 ]

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

Application In Synthesis of [ 939-16-2 ]

* 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 [ 939-16-2 ]

[ 939-16-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 939-16-2 ]
  • [ 74-88-4 ]
  • [ 941-91-3 ]
YieldReaction ConditionsOperation in experiment
82% With potassium carbonate; In N,N-dimethyl-formamide; at 60℃; for 16.0h; To a mixture of 3-bromoquinolin-2(1H)-one (224 mg, 1.0 mmol) in DMF (4 mL) was added CH3I (210 mg, 1.5 mmol), K2CO3 (273 mg, 2.0 mmol) at r.t.. The reaction was stirred at 60 oC for 16 h. The mixture was concentrated in vacuum. The residue was purified by column chromatography on silica gel (PE : EA =5:1 to 1:1) to 3-bromo-1-methylquinolin-2(1H)-one (132 mg, yield 82%) as a white solid.1H NMR (400 MHz, DMSO-d6) delta 8.54 (s, 1H), 7.75 (dd, J = 7.8, 1.2 Hz, 1H), 7.70-7.66 (m, 1H), 7.57 (d, J = 8.5 Hz, 1H), 7.36- 7.24 (m, 1H), 3.71 (s, 3H).
  • 2
  • [ 939-16-2 ]
  • [ 74-88-4 ]
  • [ 941-91-3 ]
YieldReaction ConditionsOperation in experiment
52 mg With potassium carbonate; In water; N,N-dimethyl-formamide; at 20℃; for 16.0h; Step 1: 3-Bromo-1-methylquinolin-2(1H)-one To a solution of 3-bromo-2-hydroxyquinoline (50 mg, 0.223 mmol) in DMF (1 mL) was added methyl iodide (0.017 mL, 0.268 mmol) and potassium carbonate (46.3 mg, 0.335 mmol.) at room temperature. The reaction mixture was stirred for 16 hours at room temperature. Water was added and the solution was extracted with ethyl acetate. The organic layer was washed with water then aqueous saturated sodium chloride solution. The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate=/1) to give 3-bromo-1-methylquinolin-2(1H)-one (52 mg, MS: 238.1 [M+H+].)
 

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