4702-76-5

Usage

Uses

Used in Organometallic Chemistry:
(1E)-bis(4-methylbenzylidene)hydrazine is used as a ligand for the synthesis of coordination compounds and metal complexes, due to its high binding affinity for metal ions, which is crucial for the formation of stable organometallic structures.
Used in Catalysis:
DIMBIH is used as a chelating agent in catalytic processes, where its ability to bind metal ions can enhance the efficiency and selectivity of catalytic reactions.
Used in Material Science:
(1E)-bis(4-methylbenzylidene)hydrazine is used as a component in the development of new materials, leveraging its unique structure and reactivity to create materials with specific properties for various applications.
Used in Pharmaceutical Research:
DIMBIH is used as a starting compound in the search for new pharmaceutical agents, given its demonstrated antimicrobial, antitumor, and antifungal activities, which could lead to the development of novel treatments for various diseases.
Used in Industrial Applications:
(1E)-bis(4-methylbenzylidene)hydrazine is utilized in the development of new chemical reactions and processes, where its unique properties can contribute to the creation of innovative industrial products and technologies.

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 104-85-8 para-methylbenzonitrile 
• 23304-24-7 p-tolyldiazomethane 
• 7253-65-8 4-methyl benzaldehyde benzoylhydrazone 
• 1654-11-1 4-methyl-1-(4-methylphenyl)pent-1-en-3-one 
• 40030-85-1 bis-(4,4'-dimethyl-α'-oxo-bibenzyl-α-ylidene)-hydrazine 
• 64-17-5 ethanol 
• 2168-80-1 4-methyldithioic acid 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 110-82-7 cyclohexane 
• 120445-48-9 4-methylbenzaldehyde semicarbazone 
• 354-58-5 1,1,1-Trichloro-2,2,2-trifluoroethane 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 558-13-4 carbon tetrabromide 

Downstream Products

• 1588-49-4 4,4'-dimethylstilbene 
• 538-39-6 1,2-di-p-tolylethane 
• 52693-87-5 4-methylbenzaldehyde hydrazone 
• 98180-43-9 bis(4-methylbenzyl)amine 
• 36342-50-4 bis-(α-chloro-4-methyl-benzylidene)-hydrazine 
• 18869-29-9 (E)-4,4'-dimethylstilbene 
• 106-42-3 para-xylene 
• 104-85-8 para-methylbenzonitrile 
• 777020-72-1 1,2-bis(p-methylbenzyl)hydrazine 
• 50868-64-9 1,6-di-p-tolyl-3,8-bis-p-tolyloxymethyl-tetrahydro-[1,3,4]oxadiazino[4,3-c][1,3,4]oxadiazine 
• 50981-13-0 3,8-bis-phenoxymethyl-1,6-di-p-tolyl-tetrahydro-[1,3,4]oxadiazino[4,3-c][1,3,4]oxadiazine 
• 39122-60-6 meso-6,6'-diphenyl-2,2'-di-p-tolyl-[3,3']bi[1,3,5]thiadiazinyl-4,4'-dione 
• 65655-94-9 3-(4-methyl-benzylideneamino)-2-p-tolyl-thiazolidin-4-one 
• 36951-41-4 (2-(4-methylphenyl)methylene)hydrazolyl-1,3-thiazolidin-4-one 

Relevant academic research and scientific papers

Ruthenium(ii)-catalysed 1,2-selective hydroboration of aldazines

Herein, an efficient and simple catalytic method for the selective and partial reduction of aldazines using ruthenium catalyst [Ru(p-cymene)Cl2]2 (1) has been accomplished. Under mild conditions, aldazines undergo the addition of pinacolborane in the presence of a ruthenium catalyst, which delivered N-boryl-N-benzyl hydrazone products. Notably, the reaction is highly selective, and results in exclusive mono-hydroboration and desymmetrization of symmetrical aldazines. Mechanistic studies indicate the involvement of in situ formed intermediate [{(η6-p-cymene)RuCl}2(μ-H-μ-Cl)] (1a) in this selective hydroboration.

Dihydrazone compound high in affinity with Abeta protein and Tau protein, derivative thereof, and applications of dihydrazone compound and derivative

The invention provides a dihydrazone compound high in affinity with Abeta protein and Tau protein, a derivative thereof, and applications of the dihydrazone compound and the derivative. The structureof the dihydrazone compound is represented by formula I. The dihydrazone compound can be directly taken as a fluorescence probe used for detecting neurofibrillary tangles in vivo or in tissue samples;when the dihydrazone compound is adopted in nuclear medicine imaging, appropriate radioisotopes are needed for labeling. The dihydrazone compound is especially suitable to be used for diagnosis of neurodegenerative diseases, and diagnosis of patients with diseases with Abeta plaques including Alzheimer's disease.

Unusual synthesis of azines and their oxidative degradation to carboxylic acid using iodobenzene diacetate

Reaction of 3-hydrazonobutan-2-one oxime with aromatic aldehydes resulted in the formation of 1,2-bis(arylidene)hydrazine commonly referred as azine as an unexpected product, instead of expected product 3-(aryl)methylenehydrazonobutan-2-one oxime, which were subsequently oxidized to corresponding aromatic acids with an ecofriendly oxidizing agent iodobenzene diacetate. Azines and carboxylic acids were characterized by IR and NMR (1H, 13C, HMBC, and HMQC) studies.

Mechanistic Studies on the Michael Addition of Amines and Hydrazines to Nitrostyrenes: Nitroalkane Elimination via a Retro-aza-Henry-Type Process

In this article we report on the mechanistic studies of the Michael addition of amines and hydrazines to nitrostyrenes. Under the present conditions, the corresponding N-alkyl/aryl substituted benzyl imines and N-methyl/phenyl substituted benzyl hydrazones were observed via a retro-aza-Henry-type process. By combining organic synthesis and characterization experiments with computational chemistry calculations, we reveal that this reaction proceeds via a protic solvent-mediated mechanism. Experiments in deuterated methanol CD3OD reveal the synthesis and isolation of the corresponding deuterated intermediated Michael adduct, results that support the proposed slovent-mediated pathway. From the synthetic point of view, the reaction occurs under mild, noncatalytic conditions and can be used as a useful platform to yield the biologically important N-methyl pyrazoles in a one-pot manner, simple starting with the corresponding nitrostyrenes and the methylhydrazine.

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.

Azines from one-pot reaction of thiosemicarbazones

Thermolysis and/or microwave irradiation of thiosemicarbazones gave the corresponding isothiocyanates, which on addition of either activated nitriles or aldehydes furnished various types of azines. The mechanism was discussed. The structures of products were proved by MS, IR, NMR, and elemental analyses (Image presented).

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.

Nitrogen activation and conversion method promoted by divalent rare earth iodine compound

The invention belongs to the technical field of organic chemical synthesis, and particularly relates to a method for activating and converting nitrogen through a divalent rare earth compound. A divalent rare earth diodide is used as a reducing agent, a solvent is added in, the mixture reacts with nitrogen, then a hydrogen source is added in, and then the mixture reacts with an aldehyde or ketone compound to obtain an azine or pyridazine compound. According to the method, the nitrogen is activated and converted into the organic compound containing nitrogen on the mild condition. Compared with a classical ammonia synthesis path, strict reaction conditions such as high temperature, high pressure and ammonia oxidation are avoided, and the method is of great significance in developing the new technology of nitrogen molecule activation and broadening the application range of rare earth metal in organic synthesis.

Direct synthesis of symmetrical azines from alcohols and hydrazine catalyzed by a ruthenium pincer complex: Effect of hydrogen bonding

Azines (2,3-diazabuta-1,3-dienes) are a widely used class of compounds with conjugated CN double bonds. Herein, we present a direct synthesis of azines from alcohols and hydrazine hydrate. The reaction, catalyzed by a ruthenium pincer complex, evolves dihydrogen and can be run in a base-free version The deh dro enative cou lin of benz lic and aliphatic alcohols led to good conversions and yields. Spectroscopic evidence for a hydrazine-coordinated dearomatized ruthenium pincer complex was obtained. Isolation of a supramolecular crystalline compound provided evidence for the important role of hydrogen bonding networks under the reaction conditions.

An expeditious synthetic approach towards the synthesis of Bis-Schiff bases (aldazines) using ultrasound

Aldazines (Bis-Schiff bases) 1-24 were synthesized using aromatic aldehydes (heterocyclic and benzaldehydes) and hydrazine hydrate under reflux using conventional heating and/or via ultrasound irradiation using BiCl3 as catalyst. Ultrasonication conditions with cat. BiCl3 proved to be an effective, environmentally friendly synthetic procedure. This methodology is robust in the presence of electron donating and electron withdrawing groups affording desired products with high yields (>95%) in just a couple of minutes vs. hours using conventional heating.