52311-60-1

Upstream product

• 52311-59-8 4-chloro-2-nitrobenzyl bromide 
• 122-52-1 triethyl phosphite 
• 89-59-8 4-chloro-2-nitrotoluene 
• 552-89-6 2-nitro-benzaldehyde 
• 41513-04-6 2-chloro-5-bromonitrobenzene 
• 22996-18-5 (4-chloro-2-nitrophenyl)methanol 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 

Downstream Products

• 32943-25-2 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine 
• 223787-53-9 2-[2-(2-bromo-phenyl)-ethyl]-5-chloro-phenylamine 
• 223787-58-4 N-{2-[2-(2-bromo-phenyl)-ethyl]-5-chloro-phenyl}-formamide 
• 1422192-29-7 8-chloro-2-(phenylsulfonyl)-1,2,3,4,5,6-hexahydroazepino[4,3-b]indole 
• 1422193-04-1 3-chloro-6-((1-(phenylsulfonyl)piperidin-3-ylidene)methyl)aniline 

Relevant academic research and scientific papers

Process for preparing 8-hydroxyclomipramine or its pharmaceutically acceptable salt

Provided are a method for synthesizing a novel intermediate, namely, 3-(3-chloro-8-methoxy-10,11-dehydro-5H-dibenzo[b,f]Azepine-5-yl)-N,N-dimethylpropan-1-amine or 8-hydroxyclomipramine using a salt thereof, or a pharmaceutically acceptable salt thereof,

Rh2(II)-catalyzed selective aminomethylene migration from styryl azides

Rh2(II)-Carboxylate complexes were discovered to promote the selective migration of aminomethylenes in β,β-disubstituted styryl azides to form 2,3-disubstituted indoles. Mechanistic data are also presented that suggest that the migration occurs stepwise before diffusion of the iminium ion.

Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: A facile preparation of arylmethyl/heteroarylmethyl phosphonates

A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.

Synthesis of substituted 10,11-dihydro-5H-dibenz[b,f]azepines; key synthons in syntheses of pharmaceutically active compounds

Substituted 10,11-dihydro-5H-dibenz[b,f]azepines are key synthons in the syntheses of a number of pharmaceutically active compounds such as imipramine, chlorimipramine, and desimipramine analogues. A facile synthesis of substituted 10,11-dihydro-5H-dibenz[b,f]azepines is described, starting out from commercially available 2-bromotoluenes or 2-nitrotoluenes. Initial α-bromination with N-bromosuccinimide and subsequent reaction with triethylphosphite afforded the corresponding benzyl phosphonic ester derivatives. After reaction with benzaldehyde derivatives, the expected Horner-Emmons reaction products were obtained. Hydrogenation gave the amino derivatives which were transformed into the corresponding formamides. Under Goldberg conditions [1], the final ring closing step was performed to give the substituted 10,11-dihydro-5H-dibenz[b,f]azepines in 46-75% yield.

Preparation of asymmetric iminodibenzyl compounds

Iminodibenzyl derivatives of the formula: SPC1 Wherein R and R1 each represent hydrogen, halogen, amino, sulfamoyl, lower alkyl, lower alkoxy or lower alkanoyl, provided that R and R1 can not both be hydrogen and when R and R1 are the same, they are located at positions asymmetric to each other, are produced in high purity and yield by a series of reactions which proceed through novel 2,2'-dinitrostilbene or 2,2'-diaminostilbene and 2,2'-diaminodibenzyl derivatives. The reaction sequence involves condensation, reduction and ring-closure reactions to give asymmetric as well as symmetric iminodibenzyl derivatives. The resulting iminodibenzyl derivatives may be converted to useful pharmaceutical compounds having anti-depressant, analgesic or anti-allergic properties.