1904-65-0

Usage

Uses

Used in Pharmaceutical Industry:
2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE is used as a potential anxiolytic agent for the treatment of anxiety disorders. Its anxiolytic properties are attributed to its potential binding with GABA receptors in the brain, which play a crucial role in reducing anxiety and promoting relaxation.
2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE is also used as a potential anticonvulsant agent for the management of seizure disorders. Its anticonvulsant properties may be due to its interaction with GABA receptors, which are known to modulate neuronal excitability and prevent the occurrence of seizures.
Additionally, 2,3,4,5-TETRAHYDRO-1H-BENZO[E][1,4]DIAZEPINE is used as a target for further research and development in the field of medicinal chemistry. Its unique structure and chemical properties make it an intriguing candidate for the discovery of new drugs with potential therapeutic applications in various medical conditions.

Upstream product

• 253-82-7 quinazoline 
• 1904-64-9 3,4-dihydroquinazoline 
• 32907-43-0 quinazoline-N-oxide 
• 53378-34-0 1,2-dihydro-quinazoline 
• 7732-18-5 water 
• 22820-08-2 3,4-dihydro-1H-quinazoline-2-thione 
• 64-17-5 ethanol 
• 3398-07-0 2-aminobenzaldehyde oxime 
• 50-00-0 formaldehyd 
• 4403-69-4 2-amino-1-benzylamine 

Downstream Products

• 1415460-56-8 3-(2-iodobenzyl)-1,2,3,4-tetrahydroquinazoline 
• 40132-09-0 3-benzyl-1,2,3,4-tetrahydro-quinazoline 
• 253-82-7 quinazoline 

Relevant academic research and scientific papers

Cu-Catalyzed Chemoselective Reduction of N-Heteroaromatics with NH3·BH3 in Aqueous Solution

An efficient catalytic system was successfully developed on reduction of N-heteroaromatics with H3N?BH3 as hydrogen source in CuSO4 solution, featuring excellent chemoselectivity as well as very broad functional group tolerance. Various challenging substrates, such as OH-, NH2-, Cl-, Br-, etc., contained quinolines, quinoxalines, 1,5-naphthyridines and quinazolines were all reduced smoothly. Mechanistic studies suggested that [Cu-H] intermediate might be generated from NH3?BH3, which was believed to form with H3N?BH3 in CuSO4 solution.

Hydrogenation/dehydrogenation of N-heterocycles catalyzed by ruthenium complexes based on multimodal proton-responsive CNN(H) pincer ligands

Ru complexes based on lutidine-derived pincer CNN(H) ligands having secondary amine side donors are efficient precatalysts in the hydrogenation and dehydrogenation of N-heterocycles. Reaction of a Ru-CNN(H) complex with an excess of base produces the formation of a Ru(0) derivative, which is observed under catalytic conditions.

Chemoselective hydrogenation of heteroarenes and arenes by Pd-Ru-PVP under mild conditions

Monometallic (Pd, Ru or Rh) and bimetallic (Pd0.5-Ru0.5) alloy NPs catalysts were examined for the hydrogenation of quinoline. Pd-Ru alloy catalyst showed superior catalytic activity to the traditional Rh catalyst. The characterization of Pd0.5-Ru0.5 catalysts, HAADF-EDX mapping and XPS analysis suggested that the alloy state of PdRu catalysts remained unchanged in the recovered catalyst. Furthermore, the catalyst was highly selective for the hydrogenation of different arenes. This journal is

A Reusable Cobalt Catalyst for Reversible Acceptorless Dehydrogenation and Hydrogenation of N-Heterocycles

The development of robust catalytic systems based on base-metals for reversible acceptorless dehydrogenation (ADH) and hydrogenation of feedstock chemicals is very important in the context of ‘hydrogen storage’. Herein, we report a highly efficient reusable cobalt-based heterogeneous catalyst for reversible dehydrogenation and hydrogenation of N-heterocycles. Both the ADH and the hydrogenation processes operate under mild, benign conditions.

Gold(0) catalyzed dehydrogenation of N-heterocycles

Gold nanoclusters are good catalyst precursors for the catalytic dehydrogenation of indolines, tetrahydroquinazolines, and related N-heterocycles. The catalytically active species is presumably Au(0) nanoparticles.

Gold Particles Supported on Amino-Functionalized Silica Catalyze Transfer Hydrogenation of N-Heterocyclic Compounds

In this work we demonstrate that exceptionally small gold particles (d=0.6±0.2 nm) supported on amino-functionalized mesoporous silicate SBA-15 are highly active in transfer hydrogenation of structurally diverse unsaturated N-heterocyclic compounds. The heterocyclic ring is reduced selectively. The gold particles aggregate to a diameter of 4–5 nm in the presence of formic acid/triethylamine (hydrogen donor) during the first catalytic run. In subsequent cycles the nanoparticles maintain their size, yielding a very stable catalytic system that was recycled more than five times. In contrast, analogous SBA catalysts featuring larger (～5–35 nm) gold particles are not active. Excess formic acid also leads to the formation of formamide derivatives of the products of hydrogenation, which can be deformylated quantitatively. Fifteen structurally different substrates, including the scaffolds of quinoline, isoquinoline, quinoxaline, acridine, phenanthroline, quinazoline, and phenanthridine are hydrogenated and deformylated to give the amine products in >90% overall yield. Deuterium labeling experiments indicate that 1,2-addition with subsequent disproportionation of the formed intermediate is the preferred reaction path over the 1,4-addition one, suggesting the participation of a gold hydride species. (Figure presented.).

ORGANIC LIGHT-EMITTING COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME

The present invention relates to an organic electroluminescent diode including: a newly structured light emitting compound which is excellent in luminous capacity, positive hole transporting capacity, and electron transporting capacity; and one of the abo

Formation of carbon-carbon bonds using aminal radicals

Aminal radicals were generated by radical translocation processes. For the first time, it is shown that they participate in carbon-carbon bond forming reactions. Either stannane or silane hydrogen atom donors are suitable for the reaction. More than 30 su

Properties of Bis(trifluoroacetoxy)borane as a Reducing Agent of Organic Compounds

Reactions of bis(trifluoroacetoxy)borane-THF (1) with compounds containing representative organic functional groups were studied to determine the usefulness of 1 as a selective reducing agent.Reducible functionalities were indoles, ketones, aldehydes, imines, and compounds that readily generate carbocations in trifluoroacetic acid.Many functionalities were inert to 1.Epoxides and ortho esters suffered decomposition under the reaction conditions.Olefins and acetylenes were not hydroborated, and carboxylic acids were not reduced by 1.