541-59-3Relevant articles and documents
Preparation method of maleimide
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Paragraph 0061; 0066-0069; 0070; 0075-0078, (2022/03/27)
The invention provides a preparation method of maleimide, which comprises the following steps: S1, reacting maleic anhydride with p-methoxybenzylamine to generate 3-(4-methoxybenzylamino) acrylic acid; step S2, enabling the 3-(4-methoxybenzyl carbamoyl) acrylic acid to react with acetic anhydride, so as to generate 1-(4-methoxybenzyl) maleimide; and S3, removing the 1-(4-methoxybenzyl) group from the 1-(4-methoxybenzyl) maleimide under the action of an oxidizing agent, so as to generate the maleimide. The preparation method provided by the embodiment of the invention has the advantages of short experimental route, high raw material safety, strong experimental operability and suitability for industrial production.
METHOD OF PRODUCING MALEIMIDE
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Paragraph 0019, (2020/09/24)
PROBLEM TO BE SOLVED: To provide a method of producing an aliphatic maleimide using substantially no solvent capable of avoiding various problems caused by solvent vapor, and securing good environmental compatibility where the A-MI obtained by the method is useful as a laminate material, an encapsulating material, an electrically insulating material, a conductive paste, an adhesive, a tackiness agent, a structural material and the like. SOLUTION: The method of producing an aliphatic maleimide comprises reacting an aliphatic amine with more than 1.2 equivalent of maleic anhydride and/or maleic acid to 1 equivalent of the aliphatic amine using no solvent substantially. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
Chemical-Switching Strategy for Synthesis and Controlled Release of Norcantharimides from a Biomass-Derived Chemical
Chang, Hochan,Huber, George W.,Dumesic, James A.
, p. 5213 - 5219 (2020/08/27)
Catalytic strategies were developed to synthesize and release chemicals for applications in fine chemicals, such as drugs and polymers, from a biomass-derived chemical, 5-hydroxymethyl furfural (HMF). The combination of the diene and aldehyde functionalities in HMF enabled catalytic production of acetalized HMF derivatives with diol or epoxy reactants to allow reversible synthesis of norcantharimide derivatives upon Diels-Alder reaction with maleimides. Reverse-conversion of the acetal group to an aldehyde yielded mismatches of the molecular orbitals in norcantharimides to trigger retro Diels-Alder reaction at ambient temperatures and released reactants from the coupled molecules under acidic conditions. These strategies provide for the facile synthesis and controlled release of high-value chemicals.
Cp?Co(III)-Catalyzed C-H Alkylation with Maleimides Using Weakly Coordinating Carbonyl Directing Groups
Mandal, Rajib,Emayavaramban, Balakumar,Sundararaju, Basker
supporting information, p. 2835 - 2838 (2018/05/29)
A novel protocol for ortho-C-H alkylation of aromatic and heteroaromatic ketones and esters under Cp?Co(III) catalysis has been developed for the first time. The reaction proceeds through initial cyclometalation via weak chelation-assisted C-H bond activation, followed by coordination of activated alkene, insertion between Co-C, and protodemetalation.
Synthesis method of maleimide
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Paragraph 0016; 0022; 0023;, (2018/06/21)
The invention relates to the technical field of maleimide synthesis, in particular to a synthesis method of maleimide. According to the method, maleic anhydride serves as an initial raw material, andN-carbamoylmaleimide is obtained through an aminolysis reaction of urea and a dehydration reaction of acetic anhydride; in the presence of triethylamine, N-carbamoylmaleimide is heated and decomposedinto maleimide. The whole process is simple in operation, the product quality is high, and industrial production is easy.
Catalyst and Additive-Free Diastereoselective 1,3-Dipolar Cycloaddition of Quinolinium Imides with Olefins, Maleimides, and Benzynes: Direct Access to Fused N,N′-Heterocycles with Promising Activity against a Drug-Resistant Malaria Parasite
Kumar, Rakesh,Chaudhary, Sandeep,Kumar, Rohit,Upadhyay, Pooja,Sahal, Dinkar,Sharma, Upendra
, p. 11552 - 11570 (2018/09/25)
A convenient and eco-friendly synthesis of various fused N-heterocyclic compounds through catalyst and additive-free 1,3 dipolar cycloadditions of quinolinium imides with olefins, maleimides, and benzynes in excellent yields and diastereoselectivities is reported. The thermally controlled diastereoselective [3 + 2] cycloaddition reaction between quinolinium imides and olefins provided cis-isomers at low temperature and trans-isomers at high temperature. A reaction between quinolinium imides with substituted maleimides gave four-ring-fused N-heterocyclic compounds in high yields as a single diastereomer. The aryne precursors also provided four-ring-fused N,N′-heterocyclic compounds in high yields. The in vitro antiplasmodial activity of selected molecules revealed that this class of molecules possesses potential for ongoing studies against malaria.
Grinding imidation of anhydrides on smectite clays as recyclable and heterogeneous catalysts under solvent-free conditions
Marvi, Omid
, p. 3501 - 3504 (2017/08/14)
Imidation of various anhydrides employing solvent-free grindstone technique using smectite clays as recyclable and green catalysts was examined and obtained excellent yields.
PROCESS FOR PRODUCING MALEIMIDE
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Paragraph 0021; 0025, (2017/10/25)
PROBLEM TO BE SOLVED: To provide a process for imidization at low temperature without using a strongly acidic dehydration catalyst, in producing maleimide from maleamic acid using an acid catalyst. SOLUTION: In a process for producing maleimide, when imidizing a maleamic acid obtained by reacting a primary amine and a maleic anhydride, in a solvent using a dehydration catalyst, an aliphatic carboxylic acid and/or aliphatic anhydride is used as the dehydration catalyst. The use amount of the aliphatic carboxylic acid and/or aliphatic anhydride is 0.1 equivalent or more in total of the aliphatic carboxylic acid and aliphatic anhydride with respect to the primary amine. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2017,JPOandINPIT
Reductive debromination of 1,2-dibromides with anisidines
McGraw, Kristen M.,Bowler, Jeannette T.,Ly, Vy T.,Erden, Ihsan,Wu, Weiming
, p. 285 - 287 (2016/01/12)
vic-Dibromides containing the α-bromocarbonyl or α-bromoaromatic moieties were reductively debrominated to furnish alkenes in high yields. o- and m-anisidines but not p-anisidine were found to be effective debrominating agents. The reductive debrominations were found to be trans-stereospecific.
Photoreversible prodrugs and protags: Switching the release of maleimides by using light under physiological conditions
G?stl, Robert,Hecht, Stefan
supporting information, p. 4422 - 4427 (2015/04/27)
A water-soluble furyl-substituted diarylethene derivative has been prepared that can undergo reversible Diels-Alder reactions with maleimides to yield photoswitchable Diels-Alder adducts. Employing bioorthogonal visible light, the release of therapeutically effective concentrations of maleimide-based reactive inhibitors or labels from these "prodrugs" or "protags" could be photoreversibly triggered in buffered, aqueous solution at body temperature. It is shown how the release properties can be fine-tuned and a thorough investigation of the release dynamics is presented. Our system should allow for spatiotemporal control over the inhibition and labeling of specific protein targets and is ready to be surveyed in living organisms.
