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Chemical Structure| 33491-30-4 Chemical Structure| 33491-30-4
Chemical Structure| 33491-30-4

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8-Bromo-2H-1-benzopyran-2-one is a coumarin derivative that can interfere with cellular signaling pathways and inhibit cell proliferation.

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Product Details of 8-Bromo-2h-1-benzopyran-2-one

CAS No. :33491-30-4
Formula : C9H5BrO2
M.W : 225.04
SMILES Code : BrC1=CC=CC2=C1OC(C=C2)=O
MDL No. :MFCD09999238
InChI Key :BIVMXYHSBRLPDE-UHFFFAOYSA-N
Pubchem ID :11160450

Safety of 8-Bromo-2h-1-benzopyran-2-one

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

Application In Synthesis of 8-Bromo-2h-1-benzopyran-2-one

* 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 [ 33491-30-4 ]
  • Downstream synthetic route of [ 33491-30-4 ]

[ 33491-30-4 ] Synthesis Path-Upstream   1~8

  • 1
  • [ 1829-34-1 ]
  • [ 33491-30-4 ]
YieldReaction ConditionsOperation in experiment
26% With ethyl (triphenylphosphoranylidene)acetate In 1-methyl-pyrrolidin-2-one at 210℃; for 3 h; To a solution of 3-bromo-2-hydroxybenzaldehyde (402 mg, 2.0 mmol) in NMP (5 ml.) was added carbethoxymethylene triphenylphosphorane (765 mg, 2.2 mmol). The reaction was heated at 210 0C for 3h, then was cooled to RT and partitioned between water and ethyl acetate. The layers were separated and the organic layer was dried over MgSO4. Purification by flash chromatography on silica gel (2:1 hexanes/ethyl acetate) <n="30"/>yielded the title compound (1 16 mg, 26percent) as a light beige solid: MS (ES) m/e 227.0 (M + H)+.
References: [1] Patent: WO2007/118130, 2007, A2, . Location in patent: Page/Page column 28-29.
[2] Heterocycles, 2003, vol. 59, # 1, p. 217 - 224.
  • 2
  • [ 617-48-1 ]
  • [ 95-56-7 ]
  • [ 33491-30-4 ]
References: [1] Synthesis, 2008, # 18, p. 2871 - 2873.
[2] Journal of Photochemistry and Photobiology A: Chemistry, 2018, vol. 351, p. 108 - 114.
  • 3
  • [ 91-64-5 ]
  • [ 19063-55-9 ]
  • [ 33491-30-4 ]
References: [1] Journal of Heterocyclic Chemistry, 2014, vol. 51, # 6, p. 1679 - 1688.
  • 4
  • [ 1829-34-1 ]
  • [ 108-24-7 ]
  • [ 33491-30-4 ]
References: [1] European Journal of Organic Chemistry, 2008, # 36, p. 6175 - 6182.
  • 5
  • [ 1829-34-1 ]
  • [ 96-34-4 ]
  • [ 33491-30-4 ]
References: [1] Synthetic Communications, 2009, vol. 39, # 9, p. 1666 - 1678.
  • 6
  • [ 608-33-3 ]
  • [ 292638-85-8 ]
  • [ 33491-30-4 ]
References: [1] Heterocyclic Communications, 2010, vol. 16, # 2-3, p. 113 - 120.
  • 7
  • [ 16139-79-0 ]
  • [ 33491-30-4 ]
References: [1] Heterocycles, 2003, vol. 59, # 1, p. 217 - 224.
  • 8
  • [ 1829-34-1 ]
  • [ 1099-45-2 ]
  • [ 91-64-5 ]
  • [ 33491-30-4 ]
References: [1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 10, p. 2170 - 2173.
 

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