98351-87-2

Basic information

• Product Name: 3-chloro-6-(4′-methoxyphenyl)phenanthridine
• Synonyms: 3-chloro-6-(4′-methoxyphenyl)phenanthridine
• CAS NO: 98351-87-2
• Molecular Weight: 319.79
• Mol File: 98351-87-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-chloro-6-(4′-methoxyphenyl)phenanthridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-chloro-6-(4′-methoxyphenyl)phenanthridine(98351-87-2)
• EPA Substance Registry System: 3-chloro-6-(4′-methoxyphenyl)phenanthridine(98351-87-2)

Safety Data

• Hazardous Substances Data: 98351-87-2(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 89346-58-7 4′-chloro-1,1′-biphenyl-2yl-carbonitrile 
• 4387-36-4 2-iodobenzonitrile 
• 3930-83-4 o-iodobenzamide 
• 609-67-6 2-Iodobenzoyl chloride 
• 88-67-5 2-Iodobenzoic acid 
• 14774-77-7 p-methoxyphenyllithium 
• 90-48-2 4-chloro[1,1'-biphenyl]-2-amine 
• 98351-97-4 (4-Chloro-biphenyl-2-yl)-[1-(4-methoxy-phenyl)-meth-(Z)-ylidene]-amine 
• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Preparation of phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin

Treatment of N-(o-arylbenzyl)trifluoromethanesulfonamides with 1,3-diiodo-5,5-dimethylhydantoin in 1,2-dichloroethane under irradiation with a tungsten lamp, followed by the reaction with tBuOK gave the corresponding 6-arylphenanthridines and 6-unsubstituted phenanthridines in good to moderate yields, respectively. The reaction proceeds through an oxidative cyclization onto the aromatic ring by sulfonamidyl radicals formed from the N-iodosulfonamides. The present reaction is a one-pot method for the preparation of both 6-arylphenanthridines and 6-unsubstituted phenanthridines from N-(o-arylbenzyl)trifluoromethanesulfonamides under transition-metal-free conditions.

6-Arylphenanthridines from Aryl o-Biaryl Ketones with 1,1,1,3,3,3-Hexamethyldisilazane and Molecular Iodine

Warming treatment of aryl o-biaryl ketones with 1,1,1,3,3,3-hexamethyldisilazane in the presence of Sc(OTf)3 in toluene, followed by the reaction with molecular iodine and K2CO3 in a mixture of THF and methanol at 60 °C gave the corresponding 6-arylphenanthridines in good to moderate yields. The present reaction is a one-pot method for the preparation of 6-arylphenanthridines from aryl o-biaryl ketones through the cyclization of imino-nitrogen-centered radicals that were generated from N-iodo aryl o-biaryl ketimines formed from the reaction of aryl biaryl ketimines with molecular iodine.

A New and Convenient Synthesis of Phenanthridines

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