76738-06-2

Basic information

• Product Name: 1-(4-methoxyphenyl)-3-methyl-1H-pyrrole-2,5-dione
• Synonyms: 1-(4-methoxyphenyl)-3-methyl-1H-pyrrole-2,5-dione
• CAS NO: 76738-06-2
• Molecular Weight: 217.224
• Mol File: 76738-06-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(4-methoxyphenyl)-3-methyl-1H-pyrrole-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxyphenyl)-3-methyl-1H-pyrrole-2,5-dione(76738-06-2)
• EPA Substance Registry System: 1-(4-methoxyphenyl)-3-methyl-1H-pyrrole-2,5-dione(76738-06-2)

Safety Data

• Hazardous Substances Data: 76738-06-2(Hazardous Substances Data)

Upstream product

• 80818-24-2 (Z)-(2-methyl-4-(4-nitrophenylamino)-4-oxo)but-2-enoic acid 
• 80818-22-0 (Z)-(4-(4-methoxyphenylamino)-2-methyl-4-oxo)but-2-enoic acid 
• 616-02-4 citraconic acid anhydride 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 33720-38-6 1-(4-methoxyphenyl)-3-methylpyrrolidine-2,5-dione 
• 1394842-16-0 C₁₂H₁₃NO₃ 
• 1394842-43-3 (Z)-3-(amino(4-methoxyphenyl)methylene)-1-(4-methoxyphenyl)-4-methylpyrrolidine-2,5-dione 
• 1394842-41-1 (Z)-3-(amino(p-tolyl)methylene)-1-(4-methoxyphenyl)-4-methylpyrrolidine-2,5-dione 
• 1394842-39-7 (Z)-3-(amino(phenyl)methylene)-1-(4-methoxyphenyl)-4-methylpyrrolidine-2,5-dione 

Relevant articles and documents

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.

Substituent effects on the regioselectivity of maleamic acid formation and hydrogen chloride addition to N-aryl maleimides

Itaconic anhydride reacts with aryl amines to give a substituent controlled equilibrium mixture of regioisomeric (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4- (arylamino)but-2-enoic acids. Electron-donating groups favor nucleophilic attack on C-5 carbonyl, while the presence of electron-withdrawing groups enhances the bias for attack on C-2 carbonyl. The treatment of (Z)-2-methyl- and (Z)-3-methyl-4-oxo-4-(arylamino)but-2-enoic acids with SOCl2-Et 3N in THF provided the corresponding maleimides in high yields while under the same conditions the maleic anhydride aryl amine addition products gave predominately the corresponding 3-chloro-1-arylpyrrolidine-2,5-diones and maleimides in substituent dependent ratio. TUeBITAK, 2012.