5526-10-3

Usage

Chemical compound

Benzenemethanimine, 4-chloro-α-(4-chlorophenyl)-

Group

Aromatic amines

Derived from

Benzene

Contains

Two chlorine atoms

Uses

Synthesis of pharmaceuticals and dyes, intermediate in production of agrochemicals, biocides, and specialty chemicals

Properties

Useful for chemical reactions and organic synthesis processes, potential hazards and toxicity

Handle with care due to

Potential hazards and toxicity

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 106-39-8 bromochlorobenzene 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 873-77-8 (4-chlorphenyl)magnesium bromide 

Downstream Products

• 5076-58-4 α,α-Bis-(4-chlor-phenyl)-N-benzhydryl-nitron 
• 1013084-56-4 2,2-bis(4-chlorophenyl)-4-fluoro-5-phenyl-5-(trifluoromethyl)-2,5-dihydro-1,3-oxazole 
• 29097-39-0 (C₆H₅)2BNC(4-ClC₆H₄)2 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 16620-68-1 N-Nitroso-bis-(p-chlor-phenyl)-ketimin 
• 39193-06-1 4,4'-dichlorobenzanilide 
• 5076-59-5 4,4'-Dichlor-benzophenon-(O-benzhydryl-oxim) 

Relevant academic research and scientific papers

Copper-catalyzed [2+3]-annulation of N-H imines with vinyl azides: Access to polyaryl 2: H -imidazoles

A practical method for the synthesis of 2H-imidazoles via a [2+3] annulation of N-H imines with vinyl azides using a copper catalyst is developed. In this conversion, environmentally friendly oxygen is used as the sole oxidant and N2 and H2O are the only by-products. The catalytic transformation, operating under mild conditions, is operationally simple and is considered as a readily available catalytic system having good substrate and functional compatibility with high atom-efficiency without the need for additional ligands or additives.

Scandium(III) Triflate Catalyzed Direct Synthesis of N-Unprotected Ketimines

N-Unprotected ketimines are useful substrates and intermediates for synthesizing valuable nitrogen-containing compounds, but their potential applicability is limited by the available synthetic methods. To address this issue, we report a scandium(III) triflate catalyzed direct synthesis of N-unprotected ketimines. Using commercially available reagents and Lewis acid catalysts, ketones were directly transformed into the corresponding N-unprotected ketimines in high yields with broad functional group tolerance, even in multigram scales. The reactions were readily applicable for one-pot synthesis of important compounds such as a glycine Schiff base without isolation of N-unprotected ketimine intermediates. Preliminary mechanistic studies to clarify the reaction mechanism are also described.

Selective Oxidative [4+2] Imine/Alkene Annulation with H2 Liberation Induced by Photo-Oxidation

The oxidative [4+2] annulation reaction represents an elegant and versatile synthetic protocol for the construction of six-membered heterocyclic compounds. Herein, a photoinduced oxidative [4+2] annulation of NH imines and alkenes was developed by utilizing a dual photoredox/cobaloxime catalytic system. Various multisubstituted 3,4-dihydroisoquinolines can be obtained in good yields. This method is not only obviated the need of stiochiometric amounts of oxidants but also exhibited excellent atom economy by generating H2 as the only byproduct. Remarkably, high regioselectivity and trans diastereoselectivity can be achieved in this transformation even if the Z/E mixture of alkenes were employed.