4594-73-4

Basic information

• Product Name: 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI)
• Synonyms: 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI);5-Methyl-6(5H)-phenanthridinone;5-Methyl-5,6-dihydrophenanthridine-6-one;5-Methylphenanthridin-6(5H)-one
• CAS NO: 4594-73-4
• Molecular Formula: C₁₄H₁₁NO
• Molecular Weight: 209.2432
• Product Categories: QUINOLINONE
• Mol File: 4594-73-4.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 395.01 °C at 760 mmHg
• Flash Point: 191.547 °C
• Appearance: /
• Density: 1.205 g/cm³
• Vapor Pressure: 1.9E-06mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI)(4594-73-4)
• EPA Substance Registry System: 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI)(4594-73-4)

Safety Data

• Hazardous Substances Data: 4594-73-4(Hazardous Substances Data)

Usage

General Description

6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI) is a chemical compound with the molecular formula C14H11NO. It is a derivative of phenanthridine and is commonly known as 5-methylphenanthridin-6-one. 6(5H)-Phenanthridinone,5-methyl-(7CI,8CI,9CI) is a white to off-white crystalline powder that is sparingly soluble in water. It is commonly used in organic synthesis and pharmaceutical research as a building block in the production of various pharmaceutical products. The compound has also shown potential biological activity, making it a subject of interest in the field of medicinal chemistry. Additionally, it is known for its fluorescence properties, making it a useful fluorophore in chemical and biological applications.

InChI:InChI=1/C14H11NO/c1-15-13-9-5-4-7-11(13)10-6-2-3-8-12(10)14(15)16/h2-9H,1H3

Upstream product

• 7022-47-1 2-chloro-N-methyl-N-phenylbenzamide 
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• 7022-46-0 2-Iodo-N-methyl-N-phenylbenzamide 
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• 6632-37-7 2-amino-N-methyl-N-phenylbenzamide 
• 61899-13-6 N-methyl-N-phenyl-2-nitrobenzamide 

Downstream Products

• 69209-30-9 N-methyl-6(5H)-thiophenanthridione 
• 37395-60-1 2-bromo-5-methylphenanthridin-6(5H)-one 
• 65201-98-1 5-methylphenanthridinium chloride 

Relevant articles and documents

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Microwave assisted synthesis of phenanthridinones and dihydrophenanthridines by vasicine/KO: T Bu promoted intramolecular C-H arylation

A simple, efficient, rapid and transition metal-free methodology has been developed by utilizing vasicine (a natural product), as a catalyst for the synthesis of phenanthridinones and dihydrophenanthridines. The reaction proceeds through intramolecular C-H arylation with aryl halides in the presence of KOtBu as a base under microwave irradiation in sulfolane as a solvent. The reaction proceeds well with various aryl iodides, bromides and more remarkably with less reactive aryl chlorides for 15 minutes, providing the corresponding products in 45-90% yields.

Radical cyclization and 1,5-hydrogen transfer in selected aromatic diazonium salts

2-(Methyl-(3-methyl-1-phenyl-1H-pyrazol-5-yl)carbamoyl)thiophene- 3-diazonium hydrogen sulfate 20, 2-(methyl-(3-methylisoxazol-5-yl)carbamoyl)- benzenediazonium hydrogen sulfate 21 and 2-(methyl(phenyl)carbamoyl)- benzenediazonium hydrogen sulphate 22 were synthesized and reacted with a CuSO4/NaCl/ascorbic acid combination to give complex mixtures. The structures of the reaction products were elucidated, depending upon the pathways followed. Compound 20 almost exclusively afforded an Ar-5 cyclization product and trace amounts of the product derived from a competing Ar-6 Pschorr closure. In the case of compound 21, the Ar-6 cyclization was not observed, while the Ar-5 cyclization and 1,5-hydrogen radical transfer processes equally occurred. Finally, the Ar-6 cyclization was observed as the main process for compound 22, accompanied by the Ar-5 cyclization and, in a much lesser extent, by an 1,5-hydrogen radical transfer process.