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Chemical Structure| 72404-92-3 Chemical Structure| 72404-92-3

Structure of 72404-92-3

Chemical Structure| 72404-92-3

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Product Details of [ 72404-92-3 ]

CAS No. :72404-92-3
Formula : C14H10N2O
M.W : 222.24
SMILES Code : CC(C1=CC=C2C=CC3=CC=CN=C3C2=N1)=O
MDL No. :MFCD18909639

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Application In Synthesis of [ 72404-92-3 ]

* 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 [ 72404-92-3 ]

[ 72404-92-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 75-24-1 ]
  • [ 1082-19-5 ]
  • [ 72404-92-3 ]
  • 2
  • [ 917-54-4 ]
  • [ 1082-19-5 ]
  • [ 72404-92-3 ]
YieldReaction ConditionsOperation in experiment
In toluene; at -78 - 20℃; for 12h; a method for preparing 2-acetyl-1,10-phenanthroline (3),Including adding 1,10-phenanthroline to the container at a mass ratio of 1:50,Dichloroethane,After that, the container is placed in an ice water bath and stirred.And adding trifluoromethanesulfonic anhydride,The mass ratio of trifluoromethanesulfonic anhydride to 1,10-phenanthroline is 1:1.The container was then stirred at room temperature for 1 hour.Add trimethylcyanosilane,The mass ratio of trimethylcyanosilane to 1,10-phenanthroline is 4:1,After heating the container to 84 C,Continue to stir for 4 hours.Finally, 1,8-diazabicycloundec-7-ene (DBU) is added,The mass ratio of 1,8-diazabicycloundec-7-ene (DBU) to 1,10-phenanthroline is 0.5:1.Stir at 84 C for 17 hours,Cool the mixture to room temperature,Quenched with saturated sodium bicarbonate solution,Dichloromethane extraction,Washed with saturated sodium chloride solution,After extraction with dichloromethane, the organic phase is separated from the aqueous phase.Add hydrochloric acid to the organic phase solution to adjust the pHSeparating the organic phase from the aqueous phase by 5~6,Water phase collection and treatment,The organic phase is dried over anhydrous sodium sulfate.And add activated carbon bleaching,Filtered,After concentration under reduced pressure and 1,10-phenanthroline with 2 massTimes recrystallized from ethanol to give <strong>[1082-19-5]2-cyano-1,10-phenanthroline</strong>(2); adding <strong>[1082-19-5]2-cyano-1,10-phenanthroline</strong> (2) to the reactor,Add <strong>[1082-19-5]2-cyano-1,10-phenanthroline</strong> (2)After stirring 10 times the toluene solution, the mixture was stirred at -78 C.And adding <strong>[1082-19-5]2-cyano-1,10-phenanthroline</strong> (2) the same amount of methyl lithium solution,The reactor was then stirred at room temperature for 12 hours.After the stirring is completed, the reactor is moved to an ice water bath.Add water to quench the reaction,And acidified with hydrochloric acid,The separated aqueous phase is adjusted to pH 9-10 with sodium hydroxide.The organic phase was separated and extracted with dichloromethane, dried over anhydrous sodium sulfate to give phase organic2-acetyl-1,10-phenanthroline (3),Wherein step (1) is 1,10-phenanthroline, the containers are flushed with nitrogen was added dichloroethane processing vessel,The container in the step (1) is baked at 105 C.In step (2), the -78 C condition uses an EA bath in a liquid nitrogen environment.Step (1) The amount of dichloromethane used in the extraction of dichloromethane is 2 to 4 times the mass of 1,10-phenanthroline.Step (1) The amount of saturated sodium chloride solution used when washing with saturated sodium chloride solution is1,10-phenanthroline 2 to 4 times the mass.
 

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