67342-71-6

Basic information

• Product Name: N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine
• Synonyms: N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine
• CAS NO: 67342-71-6
• Molecular Weight: 306.159
• Mol File: 67342-71-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine(67342-71-6)
• EPA Substance Registry System: N-((6-bromobenzo[d][1,3]dioxol-5-yl)methyl)benzenamine(67342-71-6)

Safety Data

• Hazardous Substances Data: 67342-71-6(Hazardous Substances Data)

Upstream product

• 5434-47-9 5-bromo-6-bromomethylbenzo[1,3]dioxole 
• 62-53-3 aniline 
• 15930-53-7 6-bromo-3,4-methylenedioxybenzaldehyde 

Downstream Products

• 224-11-3 trisphaeridine 
• 3526-42-9 N-(benzo[d][1,3]dioxol-5-ylmethyl)benzenamine 
• 67342-79-4 5-phenyl-5,6-dihydro-[1,3]dioxolo[4',5':4,5]benzo[1,2-b]azete 

Relevant articles and documents

Photochemical synthesis of phenanthridines: Exploring fluoro and protected catechol substitution

Substituted phenanthridines, such as the natural product trispheridine, have been accessed by the practical photochemical cyclization of N-benzylanilines. Functionalities, with a focus on fluoro substituents and protected catechols, are well tolerated on both the A and C rings. The phenanthridines were accessed in good to very good yields (up to 95 %) from iodinated substrates, whereas brominated substrates performed poorly in comparison (0-48 %). Substituted phenanthridines, such as the natural product trispheridine, can be accessed by the practical photochemical cyclization of N-benzylanilines, with functionalities tolerated on both the A and C rings. The phenanthridines are accessible in good to very good yields (up to 95 %) from iodinated substrates, whereas brominated substrates perform poorly in comparison (0-48 %). Copyright

Electron-transfer-mediated synthesis of phenanthridines by intramolecular arylation of anions from n-(ortho-Halobenzyl)arylamines: regiochemical and mechanistic analysis

The synthesis of a series of substituted phenanthridines by photostimulated C-C cyclization of anions from N-(orrAo-halobenzyl)arylamines has been found to proceed in very good to excellent yields (79-95%) in liquid ammonia and in DMSO. The N-(ortho-halobenzyl)arylamines are obtained in good to very good isolated yields (44-85%) by nucleophilic substitution of orthohalobenzylchlorides with different arylamines. The reaction of the anions of a diverse set N-(orthohalobenzyl)arylamines was studied, and the methodology was extended to the synthesis of trispheridine, a natural product, in very good yield, In order to explain the regiochemical outcome of these reactions, a theoretical analysis was performed with DFT methods and the B3LYP functional.