6343-26-6

Basic information

• Product Name: 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione
• CAS NO: 6343-26-6
• Molecular Formula: C₁₂H₁₁NO₄
• Molecular Weight: 233.22
• Mol File: 6343-26-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 396.9°C at 760 mmHg
• Flash Point: 193.8°C
• Density: 1.341g/cm³
• Vapor Pressure: 1.65E-06mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione(6343-26-6)
• EPA Substance Registry System: 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione(6343-26-6)

Safety Data

• Hazardous Substances Data: 6343-26-6(Hazardous Substances Data)

Usage

General Description

1-(4-methoxybenzoyl)pyrrolidine-2,5-dione is a chemical compound with potential pharmaceutical applications. It is a derivative of pyrrolidine-2,5-dione, containing a 4-methoxybenzoyl group attached to the nitrogen atom. 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione exhibits interesting properties that make it suitable for use in the development of new drugs. The 4-methoxybenzoyl group is known for its ability to interact with biological systems, and the pyrrolidine-2,5-dione moiety also has pharmacological relevance. Research on 1-(4-methoxybenzoyl)pyrrolidine-2,5-dione is ongoing to explore its potential as a therapeutic agent for various medical conditions.

Upstream product

• 123-56-8 Succinimide 
• 100-07-2 4-methoxy-benzoyl chloride 
• 100-09-4 4-methoxybenzoic acid 

Downstream Products

• 611-94-9 4-Methoxybenzophenone 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 345-89-1 4-fluoro-4'-methoxybenzophenone 
• 5739-38-8 1-(4-methoxyphenyl)-3-phenylpropan-1-one 
• 7469-80-9 cyclohexyl 4-methoxyphenyl ketone 
• 58600-95-6 4-methylphenyl 4-methoxybenzoate 
• 7464-47-3 m-tolyl-4-methoxybenzoate 
• 7504-73-6 2-methylphenyl 4-methoxybenzoate 
• 729-39-5 4-methoxybenzoic acid 4-fluorophenyl ester 
• 55673-00-2 [1,1'-biphenyl]-4-yl 4-methoxybenzoate 
• 207691-11-0 4-(trifluoromethyl)phenyl 4-methoxybenzoate 
• 7464-46-2 p-nitrophenyl p-methoxybenzoate 
• 124854-38-2 naphthalen-2-yl 4-methoxybenzoate 

Relevant articles and documents

Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation

Deaminative functionalization of aliphatic primary amines has great synthetic utility. Herein, we describe a Ni-catalyzed reductive deaminative cross-electrophile coupling reaction between Katritzky salts and aromatic amides. This work provides examples of the synthesis of various ketones from alkylpyridinium salts, including both primary and secondary alkylamines. Given its mild reaction conditions and high functional group tolerance, this cross-coupling strategy is expected to be useful for late-stage functionalization of complex compounds.

Synergistic Activation of Amides and Hydrocarbons for Direct C(sp3)–H Acylation Enabled by Metallaphotoredox Catalysis

The utilizations of omnipresent, thermodynamically stable amides and aliphatic C(sp3)?H bonds for various functionalizations are ongoing challenges in catalysis. In particular, the direct coupling between the two functional groups has not been realized. Here, we report the synergistic activation of the two challenging bonds, the amide C?N and unactivated aliphatic C(sp3)?H, via metallaphotoredox catalysis to directly acylate aliphatic C?H bonds utilizing amides as stable and readily accessible acyl surrogates. N-acylsuccinimides served as efficient acyl reagents for the streamlined synthesis of synthetically useful ketones from simple C(sp3)?H substrates. Detailed mechanistic investigations using both computational and experimental mechanistic studies were performed to construct a detailed and complete catalytic cycle. The origin of the superior reactivity of the N-acylsuccinimides over other more reactive acyl sources such as acyl chlorides was found to be an uncommon reaction pathway which commences with C?H activation prior to oxidative addition of the acyl substrate.

Nickel-Catalyzed Negishi Cross-Coupling of N -Acylsuccinimides: Stable, Amide-Based, Twist-Controlled Acyl-Transfer Reagents via N-C Activation

This paper reports a room temperature, nickel-catalyzed Negishi cross-coupling of N -acylsuccinimides with arylzinc reagents via selective N-C bond cleavage enabled by amide bond twist. The reaction proceeds using a commercially available, air-stable Ni(II) precatalyst in the absence of additives under exceedingly mild conditions. Of broad interest, this report introduces N -acylsuccinimides as stable, crystalline, electrophilic, cost-effective, benign, amide-based acyl transfer reagents via acyl metal intermediates. The reaction selectivity is governed by half-twist of the amide bond in N -acylsuccinimides, thus opening the door for applications in metal-catalyzed manifolds via redox-neutral reaction pathways tuneable by amide bond distortion.