849-82-1

Usage

Uses

Used in Pharmaceutical Development:
1,2-Bis(4-methoxybenzoyl)hydrazine is used as a building block for the development of pharmaceuticals due to its ability to react with various reagents and functional groups. This allows for the creation of diverse organic compounds with potential therapeutic applications.
Used in Organic Synthesis:
1,2-Bis(4-methoxybenzoyl)hydrazine is used as a versatile building block in organic synthesis for the creation of a wide range of organic compounds. Its reactivity with various reagents and functional groups makes it a valuable component in the synthesis of complex organic molecules.
Used in the Development of Functional Materials:
1,2-Bis(4-methoxybenzoyl)hydrazine is used as a potential building block in the development of diverse functional materials. Its unique structure and reactivity contribute to the creation of materials with specific properties and applications in various industries.

Upstream product

• 100-09-4 4-methoxybenzoic acid 
• 100-07-2 4-methoxy-benzoyl chloride 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 613-94-5 benzoic acid hydrazide 
• 121-98-2 methyl 4-methoxybenzoate 
• 4231-69-0 1-(4-methoxybenzoyl)-1H-1,2,3-benzotriazole 

Downstream Products

• 38192-16-4 bis-(4-methoxy-benzoyl)-diazene 
• 847-39-2 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole 
• 116377-00-5 bis-(α-chloro-4-methoxy-benzylidene)-hydrazine 
• 2039-09-0 3,5-bis(4-methoxyphenyl)-4H-1,2,4-triazole 
• 1225462-91-8 6-methoxy-2,3-diphenylisoquinolin-1(2H)-one 
• 1252660-25-5 2-(4-methoxyphenyl)-5-(4-hydroxyphenyl)-[1,3,4]oxadiazole 
• 84833-18-1 4-phenyl-3,5-di(p-methoxyphenyl)-1,2,4-triazole 
• 2039-09-0 3,5-bis(4-methoxyphenyl)-1H-1,2,4-triazole 
• 17453-03-1 2,5-Bis-<4-methoxy-phenyl>-1,3,4-thiadiazol 
• 23359-99-1 4-Methoxy-benzoic acid N'-(4-methoxy-benzyl)-hydrazide 

Relevant academic research and scientific papers

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.

Synthesis and in vitro urease inhibitory activity of benzohydrazide derivatives, in silico and kinetic studies

Benzohydrazide derivatives 1–43 were synthesized via “one-pot” reaction and structural characterization of these synthetic derivatives was carried out by different spectroscopic techniques such as 1H NMR and EI-MS. The synthetic molecules were evaluated for their in vitro urease inhibitory activity. All synthetic derivatives showed good inhibitory activities in the range of (IC50 = 0.87 ± 0.31–19.0 ± 0.25 μM) as compared to the standard thiourea (IC50 = 21.25 ± 0.15 μM), except seven compounds 17, 18, 23, 24, 29, 30, and 41 which were found to be inactive. The most active compound of the series was compound 36 (IC50 = 0.87 ± 0.31 μM) having two chloro groups at meta positions of ring A and methoxy group at para position of ring B. The structure–activity relationship (SAR) of the active compounds was established on the basis of different substituents and their positions in the molecules. Kinetic studies of the active compounds revealed that compounds can inhibit enzyme via competitive and noncompetitive modes. In silico study was also performed to understand the binding interactions of the molecules (ligand) with the active site of enzyme.

Synthesis of α-aminocarbonyl compounds via hetero dielsalder reaction

A synthetic route to α-aminoketone derivatives via a hetero DielsAlder reaction is described. Diacylhydrazine was oxidized by tert-butyl hypochlorite in the presence of pyridine. After evaporation, the hetero DielsAlder reaction with diene was carried out without isolation of the azodicarbonyl compound. Quantitative hetero DielsAlder reaction was possible with 1 equivalent of diene when Hf(OTf)4 or AgOTf was used as the catalyst. The NN bond of the product was cleaved by SmI2-reduction in the presence of tert-BuOH in THF. Further, ozonolysis of the C=C double bond afforded the α-aminoketone derivative in excellent yield.

One-pot synthesis of 1,3,4-thiadiazoles using Vilsmeier reagent as a versatile cyclodehydration agent

A simple and efficient synthetic method for the one-pot synthesis of 1,3,4-thiadiazoles utilizing Vilsmeier reagent was developed. In this method carboxylic acids and hydrazine were converted to 1,3,4-thiadiazoles in the presence of Vilsmeier reagent and Lawesson's reagent. The influence of the thionation reagent, solvent, temperature and time, in this reaction was discussed. The developed methodology for 1,3,4-thiadiazole synthesis has the advantage of simplicity, ambient reaction conditions, easy purification and good to excellent yield of products.

In situ generated cetyltrimethylammonium bisulphate in choline chloride-urea deep eutectic solvent: A novel catalytic system for one pot synthesis of 1,3,4-oxadiazole

Cetyltrimethylammonium bisulphate ([CTA]HSO4) catalysed one pot synthesis of 2,5-disubstituted-1,3,4-oxadiazoles from carboxylic acid and acid hydrazide in biodegradable deep eutectic solvent is investigated. [CTA]HSO 4 is generated in situ from cetyltrimethylammonium peroxodisulphate. Cyclization of diacylhydrazide using [CTA]HSO4 gives best alternative to traditional dehydration agents. Its remarkable features include a milder procedure, simplicity in workup and purification, good to excellent yields of products, use of inexpensive, recyclable reagents, and eco-friendly aspects by avoiding toxic catalysts/reagents and solvents. Graphical Abstract: [Figure not available: see fulltext.].

17O NMR studies of substituted 1,3,4-oxadiazoles

Three series of substituted 1,3,4-oxadiazoles were studied by 17O NMR spectroscopy. Chemical shifts values were correlated with empirical Hammett parameters as well as calculated bond lengths and chemical shielding values.

Hockey stick liquid crystals based on a 2,5-asymmetric disubstituted [1,3,4]oxadiazole core

The article describes the liquid-crystalline properties of some 2,5-asymmetric disubstituted [1,3,4]oxadiazole derivatives containing an azo and an ester linkage obtained through esterification of 2-(4-methoxyphenyl)-5-(4- hydroxyphenyl)-[1,3,4]oxadiazole with a series of 4-(4-alkoxyphenyl)-benzoic acids containing 6-10 and 18 aliphatic carbon atoms. All reported compounds present liquid-crystalline properties, evidenced by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM), with nematic and smectic C type structures, with very large range of stability of mesophases (between 130°C and 198°C on heating and 134°C and 214°C on cooling). Copyright Taylor & Francis Group, LLC.

A convenient and simple transformation of acid hydrazides to N,N′-diacylhydrazines with Hg(OAc)2 under solid state conditions

A highly efficient and practical methodology for the transformation of acid hydrazides 1 to N,N′-diacylhydrazines 2 is described under solid state conditions at RT utilizing inexpensive and easily available reagent Hg(OAc) 2. The products are obtained in good yields with high purity.

Bent-core systems based on [1,3,4]oxadiazole core with shape biaxiality

The present paper is presenting the Synthesis and characterization of new [1,3,4]oxadiazole derivatives obtained by attaching different mesogenic units to the central core. Liquid crystals properties analysis by POM and DSC techniques is presented and structure-properties correlations are discussed.