5326-15-8

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
(1E)-bis[1-(4-chlorophenyl)ethylidene]hydrazine is used as a building block for the preparation of various pharmaceuticals and agrochemicals. Its unique structure allows for the development of new compounds with potential therapeutic and pesticidal properties.
Used in Materials Science:
(1E)-bis[1-(4-chlorophenyl)ethylidene]hydrazine may have potential applications in materials science, where its chemical properties can be utilized to create new materials with specific characteristics.
Used in Catalysis:
(1E)-bis[1-(4-chlorophenyl)ethylidene]hydrazine may also find use in the field of catalysis, where it could serve as a catalyst or a catalyst precursor in various chemical reactions.
Safety Precautions:
It is important to handle (1E)-bis[1-(4-chlorophenyl)ethylidene]hydrazine with care, as it may pose hazards if not used properly. Proper safety measures should be taken to minimize any risks associated with its use.

Upstream product

• 99-91-2 para-chloroacetophenone 
• 61185-76-0 1-(p-chlorophenyl)-1-diazoethane 
• 79881-23-5 t-butyl β-methyl-β-(p-chlorophenyl)glycidate 
• 56-23-5 tetrachloromethane 
• 40137-41-5 (1-(4-chlorophenyl)ethylidene)hydrazine 
• 3252-43-5 dibromoacetonitrile 
• 354-48-3 1,1,1-tribromotrifluoroethane 
• 1956-39-4 4-chloroacetophenone oxime 
• 75230-50-1 p-chloroacetophenone tosylhydrazone 

Downstream Products

• 90861-43-1 (E)-3-(4-Chloro-phenyl)-3-{N'-[1-(4-chloro-phenyl)-eth-(E)-ylidene]-hydrazino}-1-cyclohexyl-allylideneamine 
• 99-91-2 para-chloroacetophenone 
• 90861-72-6 1-Amino-6-(4-chloro-phenyl)-4-cyclohexyl-1H-pyrimidin-2-one 
• 90861-64-6 6-(4-Chloro-phenyl)-1-[1-(4-chloro-phenyl)-eth-(E)-ylideneamino]-4-cyclohexyl-1H-pyrimidin-2-one 
• 90861-57-7 [(E)-3-(4-Chloro-phenyl)-3-{N'-[1-(4-chloro-phenyl)-eth-(E)-ylidene]-hydrazino}-1-cyclohexyl-prop-2-en-(E)-ylidene]-carbamic acid ethyl ester 
• 1189947-92-9 C₂₀H₁₇Cl 
• 1189947-91-8 (4-chlorophenyl)(methyl)(3,5-xylyl)methane 
• 1198575-42-6 1-methyl-3,4-diphenyl-6-chloro-isoquinoline 
• 64620-62-8 α-Brom-p-chloracetophenonazin 

Relevant academic research and scientific papers

Palladium-Catalyzed Regioselective Acylation of Diazines with Toluenes: A New Approach to the Synthesis of ortho-Diacylbenzenes

A highly efficient and practical procedure for chemo- and regioselective synthesis of ortho-diacylbenzenes through Pd-catalyzed oxidative C–H bond activation has been developed. Using this method, a variety of ortho-diacylbenzenes were prepared in moderate to good yields, by direct acylation of diazines with toluene derivatives as acylation source. Ortho-diacylbenzenes may be used as precursors in synthesis of pharmaceuticals and agrochemicals.

Cp*Co(iii)-catalyzed annulation of azines by C-H/N-N bond activation for the synthesis of isoquinolines

Herein, an efficient, atom economic and external oxidant free approach has been disclosed for the synthesis of isoquinolines. Azines were employed for annulation reactions with alkynes via sequential C-H/N-N bond activation using an air-stable cobalt catalyst. The method takes advantage of the incorporation of both the nitrogen atoms of azines into the desired isoquinoline products, offering the highest atom economy. In addition, the developed protocol works under external oxidant as well as silver salt free conditions. Furthermore, the established methodology features a relatively broad substrate scope with high product yields and scalability up to the gram level.

Rapid and Atom Economic Synthesis of Isoquinolines and Isoquinolinones by C–H/N–N Activation Using a Homogeneous Recyclable Ruthenium Catalyst in PEG Media

Herein, we report an atom-efficient, rapid, green, and sustainable approach to synthesize isoquinolines and isoquinolinones using a homogeneous recyclable ruthenium catalyst in PEG Media assisted by microwave energy. Dibenzoylhydrazine was used for C–H/N–N activation reactions for the first time in combination with ketazine as oxidizing directing groups for annulation reactions with internal alkynes. The developed protocol is environmentally benign due to significantly shortened times with an easy extraction method, higher atom economy, external oxidant and silver or antimony salt free conditions, applicability to a gram scale synthesis, use of biodegradable solvent and wide substrate scope with higher product yields. Moreover, it is worth noting that the established methodology allowed reuse of the catalytic system for up to five successive runs with minimal loss in activity.

C[sbnd]N bond formation in alicyclic and heterocyclic compounds by amine-modified nanoclay

In the current protocol, amine functionalized montmorillonite K10 nanoclay (NH2-MMT) was applied to catalyze the formation of C[sbnd]N bonds in the synthesis of azines and 2-aminothiazoles at room temperature. In comparison with the current methods of C[sbnd]N bond formation, this approach displays specific advantages include atom economy, clean conversion, design for energy efficiency, the use of nontoxic and heterogeneous catalyst, higher purity and yields, safer solvent and reagents for this organic transformation.

Tungsten hexachloride nanoparticles loaded on montmorillonite K-10: a novel solid acid catalyst in the synthesis of symmetrical and unsymmetrical azines

In the present investigation, we have developed a novel technique to prepare azines using nano-WCl6 loaded on Montmorillonite K10 clay as a highly active catalyst. A variety of aldehydes and ketones were efficiently converted to the corresponding azines using catalytic amounts of nanosized WCl6/Mont. K10 under mild conditions. The nanostructures of WCl6 loaded on Mont. K10 as solid acid catalyst have been prepared by solid dispersion method. The advantages of this catalyst are rapid completion of the reactions, simplicity of performance, lack of pollution and mild and green reaction conditions. The morphologies, structure, and chemical components of parent and modified clay were successfully characterized using SEM, FT-IR, CV, XRD and EDX measurements.

Base and solvent mediated decomposition of tosylhydrazones: Highly selective synthesis of N-alkyl substituted hydrazones, dialkylidenehydrazines, and oximes

Base and solvent mediated decomposition of tosylhydrazones was studied. It was found that reaction of tosylhydrazones in CH3NO2 in the presence of 1 equiv of K2CO3 in 90 °C gave N-alkylated products in 52-96% yield. However, when the same reaction was carried out in mixed solvent of CH3NO2 and dioxane in the presence of 3 equiv of NaOH at 110 °C, dialkylidenehydrazines were obtained in moderate to high yield. If the reaction was carried out in mixed solvent of CH3NO2 and DMSO in the presence of 10 equiv of NaOH at 110 °C, CH3NO2 can act as the precursor of hydroxylamine and corresponding oximes were formed in up to 92% yield.

Copper-catalyzed N-N bond formation by homocoupling of ketoximes via n-o bond cleavage: Facile, mild, and efficient synthesis of azines

A facile, mild, and efficient copper-catalyzed homocoupling of ketoximes involving N-O bond cleavage in the presence of sodium bisulfite (NaHSO has been developed. This reaction shows good functional group tolerance and affords a broad scope of azines in high yields.

Synthesis of functionalized diaryl alkancs from azines

Substituted diaryl alkanes arc synthesized from bcnzalazines and acctophenone/propiophenone azines via Friedel Craft's reaction with substituted mono- and poly-nuclear aromatic hydrocarbons. Diaryl methanes/ethanes and propanes are obtained by reaction with benzalazine, N,N'-bis (I-phenyl) azine and N, N'-bis (I-propyl) azine, respectively.

The catalytic olefination reaction of aldehydes and ketones with CBr 3CF3

The new approach of catalytic olefination reaction (COR) has been used to convert aromatic and aliphatic aldehydes and ketones to 2-bromo-3,3,3- trifluoroprop-1-enes by the treatment of corresponding hydrazones with CBr 3CF3 under copper(I) catalysis conditions. The reaction proceeds stereoselectively, the target alkenes were obtained in good yields.

A new method for the synthesis of cinnamonitriles by catalytic olefination

Catalytic olefination of hydrazones of aromatic aldehydes with dibromoacetonitrile affords cinnamonitriles.