75255-81-1

Upstream product

• 67103-93-9 3,4-diphenyl-2-furoyl isocyanate 
• 100-46-9 benzylamine 
• 201230-82-2 carbon monoxide 
• 501-65-5 diphenyl acetylene 
• 91026-00-5 N-benzyl-2,3-dibromo-maleimide 
• 98-80-6 phenylboronic acid 
• 4808-48-4 2,3-diphenylmaleic anhydride 
• 31295-36-0 diphenylmaleimide 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 1631-26-1 1-benzyl-1H-pyrrole-2,5-dione 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 4808-48-4 2,3-diphenylmaleic anhydride 
• 102594-38-7 rans-N-benzyl-3,4-diphenylsuccinimide 
• 3287-99-8 benzylamine hydrochloride 

Relevant academic research and scientific papers

Palladium-catalyzed cross-dehydrogenative coupling of maleimides with simple arenes: A fast track to highly substituted maleimides

Pd-catalyzed cross-dehydrogenative coupling of N-substituted maleimides with simple arenes is explored. The protocol provides a versatile and atom-economic method for construction of a range of highly functionalized maleimides. The study unveils that a co

Application of maleimide compound as chitin synthase inhibitor

The invention discloses an application of a maleimide compound as shown in a formula I. In the formula I, R0 is phenyl, benzyl, phenethyl, phenylpropyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl,p-methoxyphenyl, p-methylphenyl or p-hydroxyphenyl, R1 is hydrogen, methyl, phenyl or chlorine; and R2 is hydrogen, methyl, phenyl or chlorine. The provided maleimide compound has a good inhibition effect on chitin synthase.

Discovery of new effective N-alkyl-3,4-diarylmaleimides-based drugs for reversing the bacterial resistance to rhodamine 6G in Bacillus subtilis

Multidrug resistance (MDR) is a great concern worldwide. There is a great need to develop new drugs with the potential to attack target cells that show MDR phenotype. The purpose of this study was to assess the reversing effect of new N-alkyl-3,4-diarylma

Approach to the Synthesis of Unsymmetrical/Symmetrical Maleimides via Desulfitative Arylation at Different Temperatures

New routes toward selective synthesis of both mono-and diaryl maleimides have been innovated. The mere requirement to this end is through the increase of temperature. The method works effectively for maleic anhydride and maleic acid as well. Also, the fir

Direct cycle between co-product and reactant: An approach to improve the atom economy and its application in the synthesis and protection of primary amines

Two important goals of green chemistry are to maximize the efficiency of reactants and to minimize the production of waste. In this study, a novel approach to improve the atom economy of a chemical process was developed by incorporating a direct cycle between a co-product and a reactant of the same reaction. To demonstrate this concept, recoverable 3,4-diphenylmaleic anhydride (1) was designed and used for the atom-economical synthesis of aliphatic primary amines from aqueous ammonia. In each individual cycle, only ammonia and alkyl halide were consumed, and 1 was recovered in nearly a quantitative yield. In this approach for developing atom-economical protecting agents, 1 showed good performance as a recoverable protecting agent for primary amines. The broad substrate scope, good tolerance to various reaction conditions, and high reaction and recovery rates make 1 a valuable complement to conventional primary amine protecting agents.

A method for the production of primary amines

The invention relates to the field of chemical industry and particularly relates to a method for preparing primary amine by using the raw materials including halogenated hydrocarbon (or hydrocarbon alcohol sulfonate) and ammonia water (or formamide). The method comprises the following three steps: (1) imidization: 3,4-diarylfuran-2,5-diketone (I) reacts with ammonia (or formamide) and the like to obtain 3,4-diaryl-1H-pyrrole-2,5-diketone (II); (2) N-hydrocarbylation: 3,4-diaryl-1H-pyrrole-2,5-diketone (II) generates an N-hydrocarbylation reaction with halogenated hydrocarbon (or hydrocarbon alcohol sulfonate) in the presence of alkali to obtain N-hydrocarbyl-3,4-diaryl-1H-pyrrole-2,5-diketone (III); and (3) hydrolysis: N-hydrocarbyl-3,4-diaryl-1H-pyrrole-2,5-diketone (III) is subjected to alkali hydrolysis to obtain primary amine and the generated 2,3-diaryl maleate is subjected to acid treatment and automatic ring closing to form 3,4-diaryl furan-2,5-diketone (I) which is subjected to imidization and directly applied to the N-hydrocarbylation reaction. The method provided by the invention has the characteristics that the 3,4-diaryl furan-2,5-diketone can be circularly used at a high recovery rate, the molar ratio of the raw materials is low, and the yield of the product primary amine is high.

Fluorescent triphenyl substituted maleimide derivatives: Synthesis, spectroscopy and quantum chemical calculations

In this paper we describe a semi-empirical quantum method for predicting the wavelength of maximum fluorescence excitation and emission for several known and new maleimide derivatives. All new maleimides, containing a N-Benzyl attachment, were successfully synthesised via a tandem Suzuki reaction with aryl boronic acids containing either an electron donating, electron withdrawing functional groups. Absorption and emission spectra calculated using the semi-empirical AM1 method with excited state ZINDO calculations proved more reliable than either Hartree-Fock Configuration interaction or time dependent density functional methods. Calculated absorption and emission wavelengths were compared with 26 experimental spectra from known or newly synthesised maleimides and found to have provide reasonable predictions, with an average deviation of less the 6% for absorption maxima and less than 4% for emission peaks. The described method provides a strong benchmark for the accuracy that can be expected from theoretical predictions of fluorescence spectra. Springer Science+Business Media, LLC 2010.

The spermine-bisaryl conjugate as a potent inducer of B- to Z-DNA transition

DNA containing alternating purine and pyrimidine repeats has the potential to adopt the Z-DNA structure, one of the well-studied structures besides A- and B-DNA. Despite a number of molecular models that have been proposed to explain the mechanism for B→Z transition, there is continued discussion on the mechanism and physiological role of this transition. In this study, we have found that the bis(2-naphthyl)-maleimide-spermine conjugate (3c) exhibits a remarkable ability to cause the B→Z transition of d(CGCGCG)2 at low salt concentrations. Using isothermal titration calorimetry (ITC) we show that the B→Z transition induced by 3c is both enthalpically and entropically favorable. The ligand might effect the dehydration of B-DNA, which leads to the B→Z transition. Interestingly, an intermediate CD between the B and Z forms was observed in the pH-dependent transition in the presence of the ligand. The unique structure and characteristics of the ligand designed in this investigation will be useful for the study of Z-DNA. From B to Z: The bis(2-naphthyl)maleimide-spermine conjugate shown in the figure exhibits a remarkable ability to cause the B→Z transition of d(CGCGCG)2 at low salt concentrations. A stable intermediate between the B and Z forms was observed in the presence of the ligand at about pH 8.

Ring Transformation of 3,4-Diphenyl-2-furylcarbamoyl Compounds to N-Substituted 3,4-Diphenyl-5-hydroxy-3-pyrrolin-2-ones

3,4-Diphenyl-2-furylcarbamoyls (IIIa - e) react with oxygen in benzene at room temperature and in the abscence of catalysts or bases to give 3,4-diphenyl-5-hydroxy-3-pyrrolin-2-ones (Va - e) as main products.Under the same conditions, treatment of 3,4-diphenyl-2-furyl isocyanate (II) with an excess of various amines resulted in a clean autoxidation reaction to give Ve - h and diphenylmaleimides (XIIa - d) in a ratio of about 1:1. 3-Hydroxyphenantropyrrolin-1-ones (XIIIa - e) were prepared by the photocyclization of Va - e.