24160-09-6

Basic information

• Product Name: phenanthridine-6-carbaldehyde
• Synonyms: 6-Phenanthridinecarboxaldehyde
• CAS NO: 24160-09-6
• Molecular Formula: C₁₄H₉NO
• Molecular Weight: 207.2274
• Mol File: 24160-09-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 420.2°C at 760 mmHg
• Flash Point: 213.8°C
• Density: 1.274g/cm³
• Vapor Pressure: 2.88E-07mmHg at 25°C
• Refractive Index: 1.758
• CAS DataBase Reference: phenanthridine-6-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: phenanthridine-6-carbaldehyde(24160-09-6)
• EPA Substance Registry System: phenanthridine-6-carbaldehyde(24160-09-6)

Safety Data

• Hazardous Substances Data: 24160-09-6(Hazardous Substances Data)

Upstream product

• 3955-65-5 6-methylphenanthridine 
• 7446-08-4 selenium(IV) oxide 
• 19711-92-3 phenanthridine-6-carboxylic acid 
• 2113-47-5 2-acetamidobiphenyl 
• 67-56-1 methanol 
• 229-87-8 phenanthridine 
• 20461-86-3 2,2-diethoxy acetic acid 
• 90-41-5 2-phenylaniline 
• 2176-28-5 phenanthridine-6-carbonitrile 
• 24127-35-3 7-Oxo-5-(p-toluolsulfonyl)-6,7-dihydro-5H-dibenzazepin 

Downstream Products

• 1015-89-0 6(5H)-phenanthridinone 
• 19711-92-3 phenanthridine-6-carboxylic acid 
• 40736-99-0 α-<(dibutylamino)methyl>-2-phenanthridinemethanol 
• 92460-84-9 1-(Phenanthridine-6'-formyl)-4-bromophenyl-3-thiosemicarbazone 
• 92460-81-6 C₂₂H₁₈N₄S 
• 92460-80-5 1-(Phenanthridine-6'-formyl)-4-phenyl-3-thiosemicarbazone 
• 138118-75-9 C₁₆H₁₄N₂O₃PS^(1-)*Na⁽¹⁺⁾ 
• 92460-82-7 C₂₂H₁₈N₄OS 
• 92460-83-8 1-(Phenanthridine-6'-formyl)-4-chlorophenyl-3-thiosemicarbazone 

Relevant articles and documents

Selective Synthesis of Dihydrophenanthridine and Phenanthridine Derivatives from the Cascade Reactions of o-Arylanilines with Alkynoates through C-H/N-H/C-C Bond Cleavage

In this paper, an unprecedented selective synthesis of dihydrophenanthridine and phenanthridine derivatives through the cascade reactions of 2-arylanilines with alkynoates is presented. Mechanistic studies showed that the formation of the dihydrophenanthr

Method for selectively synthesizing dihydrophenanthridine or phenanthridine compound

The invention discloses a method for selectively synthesizing a dihydrophenanthridine compound 3 or a phenanthridine compound 4, and belongs to the technical field of organic synthesis. An o-aryl aniline compound 1 and an acetylenic acid ester compound 2 are used as raw materials, and in the presence of a ruthenium catalyst, an additive and acid, a heating reaction is performed in an organic solvent to obtain a dihydrophenanthridine compound 3 or a phenanthridine compound 4. The method has the following advantages: (1) the synthesis process is simple, and the dihydrophenanthridine or phenanthridine compound can be synthesized with high selectivity by starting from the o-aryl aniline compound and the acetylenic acid ester compound under the catalysis of the ruthenium catalyst and changing the reaction temperature; and (2) the raw materials are cheap and easy to obtain, the reaction conditions are mild, the operation is easy and convenient, and the application range of the substrate is wide.

Method for synthesizing 6-aldehyde phenanthridine compound and derivatives thereof

The invention provides a method for synthesizing a 6-aldehyde phenanthridine compound. The method is as below: using a substituted azide terminal alkene compound represented by a formula I as a starting material, conducting a reaction using acetonitrile or a mixed solvent of acetonitrile and water as a reaction solvent under the action of an oxidizing agent at 60 to 100 DEG C for 6 to 12 hours, and conducting post-treatment on the obtained reaction solution to obtain the 6-aldehyde phenanthridine compound represented by a formula II and derivatives thereof. The mass ratio of the substituted azide terminal alkene compound represented by the formula I and the oxidizing agent is 1:(1-3); and the oxidizing agent is a mixture of one or more selected from the group comprising iodobenzene diacetate, t-butyl hydroperoxide and potassium persulfate. The method of the invention is safe and environmentally friendly, and does not generate waste gas or wastewater; the substrate has good adaptability, a variety of substituents can be aromatized, and an aldehyde group is formed; the reaction condition is mild; and the reaction can be carried out at a lower temperature.