20927-47-3

Basic information

• Product Name: 3-chlorophenanthridin-6(5H)-one
• CAS NO: 20927-47-3
• Molecular Formula: C₁₃H₈ClNO
• Molecular Weight: 229.6617
• Mol File: 20927-47-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 303.3°C at 760 mmHg
• Flash Point: 137.2°C
• Density: 1.346g/cm³
• Vapor Pressure: 0.000938mmHg at 25°C
• Refractive Index: 1.649
• CAS DataBase Reference: 3-chlorophenanthridin-6(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chlorophenanthridin-6(5H)-one(20927-47-3)
• EPA Substance Registry System: 3-chlorophenanthridin-6(5H)-one(20927-47-3)

Safety Data

• Hazardous Substances Data: 20927-47-3(Hazardous Substances Data)

Upstream product

• 1238333-72-6 4'-chloro-2'-fluorobiphenyl-2-carbonitrile 
• 124-38-9 carbon dioxide 
• 90-48-2 4-chloro[1,1'-biphenyl]-2-amine 
• 7154-66-7 2-bromobenzoic acid chloride 
• 88-65-3 2-bromobenzoic-acid 
• 66569-06-0 2-bromo-N-(4-chlorophenyl)benzamide 
• 6828-35-9 5-chloro-2-iodoaniline 
• 2446-83-5 di-isopropyl azodicarboxylate 
• 18982-54-2 o-bromobenzyl alcohol 
• 108-42-9 3-chloro-aniline 
• 610-97-9 o-iodo-methyl-benzoic acid 
• 588-07-8 3-Chloroacetanilide 
• 29608-78-4 4-chloro-2-nitro-1,1'-biphenyl 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Method for synthesizing phenanthridone compound

The invention discloses a method for synthesizing a phenanthridone compound. The method comprises the following steps of: adding an N-hydrocarbon acyloxy amide compound, a transition metal catalyst, acocatalyst and an organic solvent into a reaction container in a nitrogen atmosphere, reacting at 0-40 DEG C for 1-12 hours, and separating and purifying a reaction product to obtain the phenanthridone compound. The method for synthesizing the phenanthridone compound, disclosed by the invention, has the following advantages that: 1, the reaction conditions are mild; 2, less catalyst is used; 3, aligand and an acid-base additive are not needed, the substrate application range is wide, and the method can be compatible with various functional groups such as halogen. 4, the operation is simple;5, the product selectivity is high.

Rhodium(I)-Catalyzed Aryl C-H Carboxylation of 2-Arylanilines with CO2

An unprecedented Rh(I)-catalyzed, amino-group-assisted C-H carboxylation of 2-arylanilines with CO2 under redox-neutral conditions has been developed. This reaction was promoted by a phosphine ligand with t-BuOK as the base and did not require the use of additional strong organometallic reagent. It enabled an efficient direct conversion of a broad range of 2-(hetero)arylanilines including electron-deficient heteroarenes to various phenanthridinones. Possible intermediates of the reaction were also evaluated in the preliminary mechanistic studies.

Metal-Oxidant-Free Cobalt-Catalyzed C(sp2)-H Carbonylation of ortho-Arylanilines: An Approach toward Free (NH)-Phenanthridinones

A traceless directing group assisted Co-catalyzed C(sp2)-H carbonylation of ortho-arylanilines for the synthesis of free (NH)-phenanthridinones in metal-based-oxidant-free fashion was accomplished. This protocol employs diisopropyl azodicarboxylate as the CO source and oxygen as the sole oxidant, and provides good yields with various functional tolerance. The methodology has been applied for the total synthesis of PARP inhibitor PJ-34. Furthermore, the kinetic isotopic effect experiments reveal the C-H bond cleavage probably occurred in the rate-determining step.