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.
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.
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.