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Chemical Structure| 52821-19-9 Chemical Structure| 52821-19-9

Structure of 52821-19-9

Chemical Structure| 52821-19-9

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Product Details of [ 52821-19-9 ]

CAS No. :52821-19-9
Formula : C12H4BrNO5
M.W : 322.07
SMILES Code : O=C(O1)C2=C3C(C1=O)=CC=CC3=C(Br)C([N+]([O-])=O)=C2

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Application In Synthesis of [ 52821-19-9 ]

* 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 [ 52821-19-9 ]

[ 52821-19-9 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 21563-29-1 ]
  • [ 52821-19-9 ]
YieldReaction ConditionsOperation in experiment
73% With sulfuric acid; nitric acid; at 0 - 4℃; for 2.0h; Step 1: Synthesis of 3-nitro-<strong>[21563-29-1]4-bromo-1,8-naphthalic anhydride</strong> 4-Bromo-1,8-naphthalic anhydride (50.0 g, 180 mmol) was dissolved in sulfuric acid (150 mL). The reaction vessel was cooled in an ice bath, and a mixed solution of fuming nitric acid (26.0 ml, 612 mmol) and sulfuric acid (34.0 ml, 684 mmol) was added dropwise while the internal temperature was kept below 4°C. Then, the reaction solution was stirred for 2 hours while keeping the internal temperature below 4°C. Ice water (500 mL) was slowly added to the reaction solution, and stirred at room temperature for 30 minutes. Water (500 mL) was added, and the resulting precipitate was filtered. The precipitate was suspended in acetonitrile (300 mL). The suspension was stirred at room temperature for 4 hours, and filtered. After washing with acetonitrile, the resulting precipitate was again suspended in acetonitrile (200 mL). The same treatment was repeated, and the precipitate was dried under reduced pressure to give the title compound as pale yellow solid (42.5 g, 73percent). 1H-NMR (300 MHz, in DMSO-d6) chemical shifts delta: 8.19 (1H, dd, J = 8.8, 7.2 Hz), 8.74 (1H, d, J = 8.8 Hz), 8.83 (1H, d, J = 7.2 Hz), 8.92 (1H, s).
 

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