6936-48-7

Usage

Chemical Properties

WHITE TO SLIGHTLY YELLOW CHUNKS

InChI:InChI=1/C5H7NO3/c1-6-4(7)2-3-5(8)9/h2-3H,1H3,(H,6,7)(H,8,9)/p-1

Upstream product

• 108-31-6 maleic anhydride 
• 930-88-1 N-methylmaleimide 
• 74-89-5 methylamine 

Downstream Products

• 110-16-7 maleic acid 
• 74-89-5 methylamine 
• 110-17-8 (2E)-but-2-enedioic acid 
• 1786-73-8 1-Methyl-3-(4-chlor-phenylthio)-pyrrol-2,5-dion 
• 126364-24-7 1-Methyl-3-phenylthio-pyrrolidin-2,5-dion 
• 126364-23-6 1-Methyl-3-(p-chlor-phenylthio)-pyrrolidin-2,5-dion 
• 74894-67-0 1-Methyl-3-(toluene-4-sulfonyl)-pyrrolidine-2,5-dione 
• 126364-16-7 3-(4-Chloro-benzenesulfonyl)-1-methyl-pyrrolidine-2,5-dione 
• 126364-17-8 3-(3,5-Dichloro-4-methyl-benzenesulfonyl)-1-methyl-pyrrolidine-2,5-dione 
• 930-88-1 N-methylmaleimide 

Relevant academic research and scientific papers

Synthesis and antifungal activity of N-(alkyl/aryl)-2-(3-oxo-1,4- benzothiazin-2-yl)acetamide

A series of N-(alkyl/aryl)-2-(3-oxo-1,4-benzothiazin-2-yl)acetamide have been synthesized by condensation of substituted amines with maleic anhydride (MA) followed by cyclization with o-aminothiophenol (o-ATP). All the compounds have been screened for their antifungal activity against Tricophyton rubrum, Epidermophyton floccosum and Malassazia furfur. In the primary screening, some of the compounds exhibited appreciable activity. The structures of the synthesized compounds 7a-z have been established on the basis of elemental analysis and spectral data.

Non-hydroxylic clathrate hosts of [4 + 2]π cycloadducts of phencyclone and N-arylmaleimides: Recognition of aromatic guests

A series of non-hydroxylic crystalline host compounds, [4 + 2]π cycloadducts of phencyclone and N-arylmaleimides having a bicyclo[2.2.1]heptene-7-one system, was synthesized and their inclusion behavior investigated. X-Ray crystal analyses of the inclusion compounds of the N-(1-naphthyl) derivative with butan-2-one, the N-(m-tolyl) derivative with p-xylene, together with the guest-free host and the N-(p-tolyl) derivative with m-xylene indicate that the "space" surrounded by the phenanthrene ring, two phenyl rings and bridge carbonyl of the 1,3-diphenyl-1,3-dihydrocyclopenta[l]phenanthren-2-one moiety plays an important role, not only in the formation of inclusion complexes with the aromatic guests but also in host-host interactions. In every case, the N-aryl succinimide assists complex formation with the guests, in which the weak lattice forces due to C-H ... π and C-H ... O interactions are operative. Methyl-substituted benzenes are effectively recognized by the C-H ... π interactions between the guest molecules and the phenanthrene ring of the hosts.

The Elusive Antiaromaticity of Maleimides and Maleic Anhydride: Enthalpies of Formation of N-Methylmaleimide, N-Methylsuccinimide, N-Methylphthalimide, and N-Benzoyl-N-methylbenzamide

In order to understand the antiaromaticity of maleimides, the enthalpies of formation and sublimation of N-methylmaleimide, N-methylsuccinimide, N-methylphthalimide, and N-benzoyl-N-methylbenzamide were measured. The numerical values of enthalpies of formation for these compounds in the solid state are -329,3 ± 1.4, -469.8 ± 1.6, -325.0 ± 2.1, and -239.6 ± 3.8 kJ mol-1, respectively, while the corresponding values in the gaseous state are -256.0 ± 1.5, -389.7 ± 1.6, -233.9 ± 2.2, and -119.5 ± 3.8 kJ mol-1, respectively. The values of enthalpies of sublimation for the same compounds are 73.3 ± 0.5, 80.1 ± 0.3, 91.1 ± 0.5, and 120.1 ± 0.4 kJ mol-1, respectively. We find that the antiaromaticity of maleimides is only modest.

Process for the conversion of maleic acid derivatives to their corresponding fumaric isomers

A process for the isomerization of maleic acid, its monoesters and monoamides in the presence of thiourea in anhydrous conditions at elevated temperature to the corresponding fumaryl forms yields intermediates which are useful in the synthetic pathways of aspartame and other useful polypeptides.