37587-36-3

Usage

InChI:InChI=1/C21H22N2O/c1-21(2)12-17-19(18(24)13-21)20(14-8-4-3-5-9-14)23-16-11-7-6-10-15(16)22-17/h3-11,20,22-23H,12-13H2,1-2H3

Upstream product

• 104143-32-0 3,3-dimethyl-11-phenyl-2,3,4,5-tetrahydro-1H-dibenzo<1,4>diazepin-1-one 
• 127896-76-8 N-(1-chlorobenzyl)pyridinium chloride 
• 39222-69-0 3-[(2-aminophenyl)amino]-5,5-dimethylcyclohex-2-en-1-one 
• 100-52-7 benzaldehyde 
• 7600-00-2 bis(2-hydroxy-4,4-dimethyl-6-oxo-1-cyclohexenyl)phenylmethane 
• 95-54-5 1,2-diamino-benzene 
• 3471-13-4 dimedone 
• 126-81-8 dimedone 
• 104143-23-9 3-(2-benzoylaminoanilino)-5,5-dimethyl-2-cyclohexen-1-one 
• 98-88-4 benzoyl chloride 

Downstream Products

• 104143-46-6 10-(2-diethylaminoethyl)-3,3,-dimethyl-11-phenyl-2,3,4,5,10,11-hexahydro-1H-dibenzo<1,4>diazepin-1-one 
• 104143-45-5 3,3,10-trimethyl-11-phenyl-2,3,4,5,10,11-hexahydro-1H-dibenzo<1,4>diazepin-1-one 

Relevant academic research and scientific papers

A novel magnetic nanocatalyst Fe3O4@TiO2-H5IO6 for the green synthesis of 4-substituted-1,5-benzodiazepine derivatives

In this study, periodic acid-functionalized magnetic support (Fe3O4@TiO2-H5IO6) as a new, benign and recyclable nanocatalyst was prepared by anchoring / periodic acid onto TiO2-coated nano-Fe3O4. This catalyst was applied to achieve a high-efficiency, low-cost and eco-friendly approach for synthesizing 4-substituted-1,5-benzodiazepines with the multicomponent reactions of aromatic aldehydes, o-phenylenediamine, and dimedone. The / periodic acid group on Fe3O4@TiO2 possesses both Lewis and Br?nsted acidity, which is responsible for the high catalyst activity. The obtained results show that the catalyst performance has been acceptable in the presented research. / The catalyst could be recovered and reused up to six times without any notable decrease in its activity.

Synthesis, characterization, and molecular docking of benzodiazepines in the presence of SrFe12O19 magnetic nanocatalyst

Abstract: An efficient and concise method for the synthesis of 1,5-benzodiazepine derivatives was developed using o-phenylenediamine derivatives, 4,4-dimethyl cyclohexane-1,3-dione, and different aldehydes through a rapid three-component domino reaction i

A nickel nanoparticle engineered CoFe2O4@GO-Kryptofix 22 composite: A green and retrievable catalytic system for the synthesis of 1,4-benzodiazepines in water

A composite of Ni nanoparticles incorporated in Kryptofix 22 conjugated magnetic nano-graphene oxide, CoFe2O4@GO-K 22·Ni, was synthesized via the grafting of Kryptofix 22 moieties on the magnetic nano-graphene oxide surface, followed by reaction of the nanocomposite with nickel nitrate. The Kryptofix 22 host material unit cavities can stabilize the Ni nanoparticles effectively and prevent their aggregation and separation from the surface. Characterization of the catalysts by FT-IR, FE-SEM, TGA, ICP, EDX, XRD, VSM and BET aided understanding the catalyst structure and morphology. This catalyst was efficiently applied for the synthesis of 1,4-benzodiazepine derivatives. The main advantages of the method are mild reaction conditions, inexpensive catalyst, it is environmentally benign, has high to excellent yields and shorter reaction times. This organometallic catalyst can be easily separated from a reaction mixture and was successfully examined for six runs with a slight loss of catalytic activity.

Propylphosphonic anhydride (T3P)-mediated three-component synthesis of hexahydrodibenzo[b,e][1,4]diazepin-1-one derivatives

[Figure not available: see fulltext.] In this work, the novel approach via propylphosphonic anhydride (T3P)-promoted synthesis of 1,5-benzodiazepines from o-phenylene-diamine, 5,5-dimethylcyclohexane-1,3-dione (dimedone), and aromatic aldehydes

Synthesis and characterization of CoFe2O4@SiO2@NH-NH2-PCuW as an acidic nano catalyst for the synthesis of 1,4-benzodiazepines and a powerful dye remover

A novel magnetic heterogeneous nanocatalyst CoFe2O4@SiO2@NH-NH2-PCuW was synthesized and characterized. This powerful catalyst possesses Br?nsted and Lewis acid properties. The presence of Cu enhances the acidity of this catalyst because of the increase in the electron deficiency of polyoxometalate. It was successfully applied for the easy and efficient one-pot synthesis of 1,4-benzodiazepine derivatives directly from dimedone, o-phenylenediamine, and an aromatic aldehyde under a solvent-free condition at 80 °C. High yields in short reaction times, easy work-up, and environmental friendliness are some of the advantages of this protocol. Also, this nanocatalyst could conveniently be recovered by a magnetic field and reused several times without a significant loss of catalytic efficiency. The synthesized nanocatalyst CoFe2O4@SiO2@NH-NH2-PCuW also proved to be an excellent adsorbent for dye removal. These properties are related to the high surface area because of the nanostructure and high acidity due to the presence of Cu in polyoxometalate. Moreover, magnetic properties help better recovering of this adsorbent for dye removed from wastewater.

Organocatalytic Green Approach Towards the Fabrication of Fused Benzo N,N-containing Heterocycles Facilitated by Ultrasonic Irradiation

The development of a metal-free protocol for transformations in organic synthesis offers a significant potential environmental benefit. This article reports the exploration of meglumine, a nontoxic and biodegradable amino sugar, as an organocatalyst for the synthesis of biologically active 1H-dibenzo[b,e][1,4]diazepin-1-ones, highly regioselective benzimidazole derivatives and derivatives of quinoxalines. Operational simplicity, mild reaction conditions, shorter reaction times, and use of green solvents are the highlights of this protocol. The advantage of ultrasonic irradiation has been significantly explored for the synthesis of the aforesaid compounds. Furthermore, the multifaceted use of o-phenylenediamine has also been accentuated in the study.

Microwave-assisted synthesis of 11-substituted-3,3-dimethyl-2,3,4,5,10,11-hexahydrodibenzo[b,e][1,4]diazepin-1-one derivatives catalysed by silica supported fluoroboric acid as potent antioxidant and anxiolytic agents

Keeping in view the successive attributes of benzodiazepines on the central nervous system, we have synthesized a novel series of benzodiazepine derivatives as antioxidant and anxiolytic agents. All the compounds were obtained in good yield by facile synt

Ultrasound assisted 1,4-diazabicyclo[2.2.2]octaniumdiacetate multicomponent synthesis of benzodiazepines: A novel, highly efficientand green protocol

A simple and efficient method is presented for the synthesis of benzodiazepines through the multicomponent reaction of α-phenylenediamine, various aldehydes and 5,5-dimethylcyclohexane-1,3-dione (dimedone) in the presence of the acidic bis ionic liquid 1,4-diazabicyclo[2.2.2]octanium diacetate under ultrasound irradiation. The ionic liquid used is recoverable and reusable. This procedure is simple and environmentally friendly, and offers easy work-up, mild conditions and excellent yield in a short reaction time. All of the synthesized compounds were characterized by IR, 1H NMR, mass spectrometry and elemental analysis.

Correction: Green synthesis of 1,4-benzodiazepines over La2O3 and La(OH)3 catalysts: Possibility of Langmuir–Hinshelwood adsorption (RSC Advances (2016) 6 (103455-103462) DOI: 10.1039/C6RA22719H)

The authors regret that in the original manuscript there were some errors in the structures displayed in Scheme 1 and Table 1. The correct scheme and table are presented herein. (Figure Presented) The Royal Society of Chemistry apologises for these errors

Graphene-mesoporous anatase TiO2 nanocomposite: A highly efficient and recyclable heterogeneous catalyst for one-pot multicomponent synthesis of benzodiazepine derivatives

The potential to bias chemical reaction pathways is a significant goal for physicists and material researchers to design revolutionary materials. Recently, two-dimensional materials have appeared as a promising candidate for exploring novel catalyst activ