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Chemical Structure| 1442648-14-7 Chemical Structure| 1442648-14-7

Structure of 1442648-14-7

Chemical Structure| 1442648-14-7

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Product Details of [ 1442648-14-7 ]

CAS No. :1442648-14-7
Formula : C13H6BrNO
M.W : 272.10
SMILES Code : N#CC1=CC=C2OC3=CC=C(Br)C=C3C2=C1
MDL No. :MFCD31656876

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Application In Synthesis of [ 1442648-14-7 ]

* 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 [ 1442648-14-7 ]

[ 1442648-14-7 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 10016-52-1 ]
  • copper(l) cyanide [ No CAS ]
  • [ 1442648-14-7 ]
  • 2
  • [ 1442648-14-7 ]
  • [ 18628-07-4 ]
  • 8-(3-carbazol-9-ylcarbazol-9-yl)dibenzofuran-2-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
56.9% With potassium phosphate; copper(l) iodide; 1,10-Phenanthroline; In 1,3,5-trimethyl-benzene; for 48h;Reflux; e) 7.78 g (23.4 mmol) 3-Carbazol-9-yl-9H-carbazole, 5.50 g (19.5 mmol) 8-Bromodibenzofuran-2-carbonitrile,1.11 g (5.8 mmol) Cul, 2.32 g (11.7 mmol) 1,10-Phenanthroline and 13.3 g (62.4 mmol) K3PO4 are suspended in 200 ml Mesitylene and heated to reflux for 48 hours. The resulting suspension is diluted with 50 ml Toluene, filtered hot through Hiflo and the residue is washed three times with Toluene (50 ml each). To the filtrate are added 30 g Silica, the suspension is heated to reflux for 1 hour, filtered hot and the residue is washed three times with Toluene (50 ml each). The filtrate is cooled to RT, dried with MgSO4, filtered and evaporated to yield 14.1 g (138.7% of theory) of a slightly brown solid. To the crude product 100 ml MeOH are added and the suspension is heated to reflux for 1 hour, then cooled to 0 C., filtered, washed three times with MeOH (20 ml each) and dried at 60 C./125 mbar overnight to yield 10.1 g (98.9% of theory) of a beige solid that is further purified by chromatography (solvent gradient: Heptane/CH2Cl2) to yield 5.81 g (56.9% of theory) 8-(3-carbazol-9-ylcarbazol-9-yl)dibenzofuran-2-carbonitrile as a white solid. 1H-NMR (400 MHz, CDCl3): delta 8.33 (d, J=1.6 Hz, 2H), 8.26 (d, J=2.0 Hz, 1H), 8.20 (d, J=8.0 Hz, 2H), 8.16 (d, J=7.6 Hz, 1H), 7.91 (d, J=8.8 Hz, 1H), 7.83 (txd, J1=8.8 Hz, J2=1.6 Hz, 2H), 7.77 (d, J=8.8 Hz, 1H), 7.59-7.29 (m, 11H).
  • 3
  • [ 5408-56-0 ]
  • [ 1442648-14-7 ]
 

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