1740-57-4

Usage

Uses

Used in Polymer Production:
Isophthalamide is used as a monomer in the production of various polymers, such as nylon 6,6 and aramid fibers, due to its ability to form strong and durable polymer chains.
Used in Epoxy Resin Curing:
Isophthalamide is used as a curing agent for epoxy resins, enhancing their cross-linking and improving the final product's mechanical properties and chemical resistance.
Used in Pharmaceutical and Agrochemical Manufacturing:
Isophthalamide is used as a component in the production of pharmaceuticals and agrochemicals, contributing to the development of new and effective formulations.
Used in Lubricant Additives:
Isophthalamide is used as a lubricant additive, improving the performance and reducing the friction of various industrial lubricants.
Used in Corrosion Inhibition:
Isophthalamide is used as a corrosion inhibitor, protecting metal surfaces from corrosion and extending the service life of equipment.
Used in Flame Retardants:
Isophthalamide is used as a flame retardant, reducing the flammability of materials and improving their fire safety properties.

InChI:InChI=1/C8H8N2O2/c9-7(11)5-2-1-3-6(4-5)8(10)12/h1-4H,(H2,9,11)(H2,10,12)

Upstream product

• 36438-66-1 1,3-bis(ethyl carboximidate)bezene dihydrochloride 
• 99-63-8 benzene-1,3-dicarbonyl dichloride 
• 636-53-3 diethyl isophthalate 
• 3441-01-8 3-cyanobenzamide 
• 1477-55-0 1,3-di(aminomethyl)benzene 
• 121-91-5 isophthalic acid 
• 626-17-5 benzene-1,3-dicarbonitrile 
• 626-18-6 1,3-dimethanol benzene 
• 626-19-7 Isophthalaldehyde 

Downstream Products

• 121-91-5 isophthalic acid 
• 626-17-5 benzene-1,3-dicarbonitrile 
• 117883-49-5 N,N'-bis-dichlorophosphoryl-isophthalodiimidoyl chloride 
• 108-45-2 m-phenylenediamine 
• 288078-72-8 C₃₀H₃₄N₆O₅ 
• 258505-26-9 1,3-bis[2-(4-carbethoxy)thiazolyl]benzene 
• 258505-28-1 1,3-bis[2-(4-hydroxymethyl)thiazolyl]benzene 
• 15458-84-1 Isophthaloyldiisocyanat 
• 17384-48-4 Isophthalsaeure-bis-(aethoxycarbonylamid) 
• 117886-78-9 N,N'-bis-trichlorophosphoranylidene-isophthalamide 
• 3441-01-8 3-cyanobenzamide 

Relevant academic research and scientific papers

Extended structures controlled by intramolecular and intermolecular hydrogen bonding: A case study with pyridine-2,6-dicarboxamide, 1,3-benzenedicarboxamide and N,N'-dimethyl-2,6-pyridinedicarboxamide

The small organic molecule pyridine-2,6-dicarboxamide, although known in the literature for some time, exhibits interesting and previously unexplored intermolecular and intramolecular hydrogen bonding both in solid state and in solution. With the aid of X-ray crystallography and variable-temperature NMR spectroscopy, we here demonstrate the presence of a very strong hydrogen bonding network for this molecule both in condensed state and solution. Furthermore, a novel extended hydrogen bonding graph-set has been derived for this molecule in crystalline state. Comparison of pyridine-2,6-dicarboxamide with 1,3-benzenedicarboxamide, where the intramolecular hydrogen bonding to the pyridine ring in the former has been removed, yields a different intermolecular hydrogen bonded structure in the solid state. A new graph-set has been determined for the extended structure of 1,3-benzenedicarboxamide in the solid state. In solution, 1,3-benzenedicarboxamide is shown to maintain a hydrogen bonding pattern that is weaker than that observed with pyridine-2,6-dicarboxamide. Replacement of one hydrogen on each carboxamide nitrogen of pyridine-2,6-dicarboxamide by a methyl group also alters the extended structure to a significant extent. In N,N'-dimethyl-2,6-pyridinedicarboxamide, the three-dimensional hydrogen bonding pattern observed with pyridine-2,6-dicarboxamide all but collapses to one-dimensional chains. (C) 2000 Elsevier Science B.V.

Synthesis method of high-quality M-phenylenediamine

The invention belongs to the technical field of petrochemical organic synthesis, and particularly relates to a synthesis method of high-quality m-phenylenediamine. The method comprises steps: taking isophthalonitrile, anhydrous sodium carbonate and hydrogen peroxide as raw materials, and synthesizing isophthalimide under the action of a catalyst; and reacting isophthalimide with sodium hypochlorite, and after the reaction is finished, adding an antioxidant into the reaction product to carry out post-treatment, thereby obtaining m-phenylenediamine. The method has the advantages of simple synthesis process, simple post-treatment, effective solving of the problems of easy oxidation and low quality of resorcinol, realization of the yield of 95% or above and the purity of 99% or above, great reduction of the production cost, and meeting of the market demands of high-quality resorcinol.

Preparation method of M-phenylenediamine

The invention belongs to the technical field of petrochemical organic synthesis, and particularly relates to a preparation method of m-phenylenediamine. According to the invention, m-phthalonitrile isused as a reaction raw material, and m-phenylenediamine is prepared through two steps of reactions of catalytic hydrolysis amidation and Hofmann degradation. According to the method, the key technical problems that in the process of producing m-phenylenediamine through benzene nitration and hydrogenation in a traditional process, due to the fact that dangerous processes of nitration and hydrogenation are involved, potential safety hazards in the production process are large, and the environment is polluted are solved, nitration and hydrogenation reactions are not involved in the process, thereaction temperature is low, reaction is mild, control is easy, the yield reaches 80% or above, and product purity reaches 95% or above.

Preparation method of isophthalimide

The invention belongs to the technical field of tire rubber organic synthesis, and particularly relates to a preparation method of isophthalimide. According to the method, m-phthalonitrile is used asa reaction raw material and is prepared through catalytic hydrolysis of a catalyst in the presence of anhydrous sodium carbonate and hydrogen peroxide. The method does not relate to dangerous processes of nitrification and hydrogenation, solves the problems of large phosphorus-containing wastewater amount and high reaction energy consumption in the traditional dehydration process of isophthalic acid, and has the advantages of environmental protection, safety, reliability, environmental protection and energy saving.

NADP-dependent glutamate dehydrogenases in a dimorphic zygomycete Benjaminiella poitrasii: Purification, characterization and their evaluation as an antifungal drug target

Background: It has been reported that the genes coding for NADP-dependent glutamate dehydrogenases (NADP-GDHs) showed a cause-effect relationship with Yeast-Hypha (Y[sbnd]H) reversible transition in a zygomycete Benjaminiella poitrasii. As Y[sbnd]H transition is significant in human pathogenic fungi for their survival and proliferation in the host, the NADP-GDHs can be explored as antifungal drug targets. Methods: The yeast-form specific BpNADPGDH I and hyphal-form specific BpNADPGDH II of B. poitrasii were purified by heterologous expression in E. coli BL-21 cells and characterized. The structural analogs of L-glutamate, dimethyl esters of isophthalic acid (DMIP) and its derivatives were designed, synthesized and screened for inhibition of NADP-GDH activity as well as Y[sbnd]H transition in B. poitrasii, and also in human pathogenic Candida albicans strains. Results: The BpNADPGDH I and BpNADPGDH II were found to be homo-hexameric proteins with native molecular mass of 282 kDa and 298 kDa, respectively and subunit molecular weights of 47 kDa and 49 kDa, respectively. Besides the distinct kinetic properties, BpNADPGDH I and BpNADPGDH II were found to be regulated by cAMP-dependent- and Calmodulin (CaM) dependent- protein kinases, respectively. The DMIP compounds showed a more pronounced effect on H-form specific BpNADPGDH II and inhibited Y[sbnd]H transition as well as growth in B. poitrasii and C. albicans strains. Conclusion: The present study will be useful to design and develop antifungal drugs against dimorphic human pathogens using glutamate dehydrogenase as a target. Significance: Glutamate dehydrogenases can be explored as a target against human pathogenic fungi.

Preparation of m-phenylenediamine by using Huffman rearrangement method

The invention relates to the field of organic functional new material chemicals, and discloses a new process technology for preparing m-phenylenediamine from isophthalamide or a precursor compound thereof through a Huffman rearrangement method for the first time. The m-phenylenediamine is bulk key fine chemicals which are widely used in the related fields such as known dyes and pigments, medical pesticides, building auxiliary materials and the like, and the production process innovation technology of the m-phenylenediamine is widely concerned.

Ru-based complexes as heterogeneous potential catalysts for the amidation of aldehydes and nitriles in neat water

Five novel heterogeneous mononuclear complex-anchored Ru(III) have been efficiently sono-synthesized and characterized by utilizing several analytical techniques. The assembled complexes could be utilized as effective, robust and recyclable (up to eight consecutive runs) catalysts for one-pot transformation of a vast array of nitriles and aldehydes to primary amides in H2O under aerobic conditions. Moreover, some unreported di- and tetra-amide derivatives were obtained also under the optimal conditions. The results of ICP/OES analysis demonstrated that there is no detected leaching of the recycled catalyst, which suggests the real heterogeneity of the present protocol. The present Ru-complexes exhibited superiority compared to other reported catalysts for amide preparation in terms of low catalyst load, short reaction time, low operating temperature, no hazardous additives required, and high values of TON (990) and TOF (1980 h11).

Transfer Hydration of Dinitriles to Dicarboxamides

We present a robust method for double transfer hydration of dinitriles to afford diamides. The transfer hydration of 1, n -dinitriles (n = 1-6) proceeds smoothly in the presence of a palladium(II) catalyst with acetamide as a water donor, affording the corresponding diamides in moderate to high yields, without involving significant side reactions such as monohydration or cyclization. The equilibrium was shifted in the forward direction by removing coproduced acetonitrile under reduced pressure.

Trash to treasure: Eco-friendly and practical synthesis of amides by nitriles hydrolysis in WepPA

The hydration of nitriles to amides in a water extract of pomelo peel ash (WEPPA) was realized with moderate to excellent yields without using external transition metals, bases or organic solvents. This reaction features a broad substrate scope, wide functional group tolerance, prominent chemoselectivity, and good reusability. Notably, a magnification experiment in this bio-based solvent at 100 mmol further demonstrated its practicability.

Ionic liquid catalysed aerobic oxidative amidation and thioamidation of benzylic amines under neat conditions

Tetrabutylammonium hydroxide (TBAOH) was discovered as a highly efficient and green catalyst for aerobic oxidation of the α-methylene carbon of primary amines as well as benzylic groups into the corresponding amides and ketones under neat conditions. We described herein, ionic liquid TBAOH catalysed aerobic oxidation of benzyl amines to benzamides and with elemental sulfur; the corresponding benzylbenzothioamides were obtained under metal-free, oxidant-free and base-free conditions. Applicability at the gram scale for the synthesis of the desired amides/ketones is also demonstrated with the present protocol.