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ChemicalBook CAS DataBase List BENZO[C]CINNOLINE N-OXIDE

BENZO[C]CINNOLINE N-OXIDE synthesis

10synthesis methods
-

Yield:6141-98-6 95%

Reaction Conditions:

with acetophenone;sodium hydroxide in water; for 4.5 h;Reflux;

Steps:

14 Example 14: benzo[c]cinnoline N-oxide

1.2 mmol of acetophenone was added to a mixture of 25 mL of 40% NaOH aqueous solution and 1.0 mmol of 2,2’-dinitrobiphenyl and the reaction mixture was refluxed at 155 for 4 hours and 30 minutes. After the reflux, the reaction mixture was cooled to room temperature, slowly diluted with 100 mL of distilled water and 50 mL of ethyl acetate, and passed through a celite to remove a black solid. The reaction mixture was extracted with 20 mL of ethyl acetate three times. The combined organic layer was dried over Na2SO4, then a solid was filtered off, and an organic solvent was removed under reduced pressure. The reseidue was purified by silica gel column chromatography (CH2Cl2/acetone, 30/1, Rf = 0.5) to obtain benzo[c]cinnolineN-oxide as a white solid in 95% yield.

References:

WO2015/160125,2015,A1 Location in patent:Paragraph 168-170

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