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Chemical Structure| 481054-89-1 Chemical Structure| 481054-89-1

Structure of 481054-89-1

Chemical Structure| 481054-89-1

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Product Details of [ 481054-89-1 ]

CAS No. :481054-89-1
Formula : C12H10BrNO2
M.W : 280.12
SMILES Code : O=C(C1=CC2=CC(Br)=CC=C2N=C1)OCC
MDL No. :MFCD11877875
InChI Key :OYVUIUHFSQPCSG-UHFFFAOYSA-N
Pubchem ID :12034638

Safety of [ 481054-89-1 ]

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

Application In Synthesis of [ 481054-89-1 ]

* 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.

  • Upstream synthesis route of [ 481054-89-1 ]
  • Downstream synthetic route of [ 481054-89-1 ]

[ 481054-89-1 ] Synthesis Path-Upstream   1~7

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YieldReaction ConditionsOperation in experiment
60% With tin(II) chloride dihdyrate In ethanol at 20 - 90℃; Step 1:
ethyl 6-bromoquinoline-3-carboxylate
To a solution of 5-bromo-2-nitrobenzaldehyde (2 g, 9 mmol) in ethanol (46 mL) was added tin(II) chloride dihydrate (7.95 g, 35.2 mmol) and 3,3-diethoxypropionic acid ethyl ester (4.2 mL, 22 mmol).
The reaction was heated to 90° C. for 16 hours.
The reaction was then allowed to cool to room temperature and stir overnight.
The reaction mixture was concentrated and the residue was dissolved in ethyl acetate.
The mixture was poured into saturated aqueous sodium bicarbonate.
The resulting emulsion was filtered through Celite, rinsing with ethyl acetate.
The layers were separated and the aqueous was extracted with ethyl acetate.
The combined organics were washed with brine, dried over magnesium sulfate, filtered, and concentrated.
Purification by flash column chromatography (0-50percent ethyl acetate/heptanes) gave the title compound (1.41 g, 60percent) as a solid.
References: [1] Journal of Organic Chemistry, 2010, vol. 75, # 10, p. 3488 - 3491.
[2] Patent: US2012/270893, 2012, A1, . Location in patent: Page/Page column 32.
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  • [ 481054-89-1 ]
References: [1] ACS Catalysis, 2017, vol. 7, # 3, p. 2007 - 2021.
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  • [ 1001-26-9 ]
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References: [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
  • 4
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References: [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
[2] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
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References: [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
[2] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
  • 6
  • [ 107047-10-9 ]
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References: [1] Organic and Biomolecular Chemistry, 2013, vol. 11, # 9, p. 1463 - 1467.
  • 7
  • [ 70-55-3 ]
  • [ 481054-89-1 ]
References: [1] Tetrahedron Letters, 2002, vol. 43, # 35, p. 6209 - 6211.
 

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