74295-62-8

Basic information

• Product Name: 1-(butan-2-yl)pyrrolidine-2,5-dione
• Synonyms: methylpropylsuccinimide
• CAS NO: 74295-62-8
• Molecular Formula: C₈H₁₃NO₂
• Molecular Weight: 155.1943
• Mol File: 74295-62-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 261.4°C at 760 mmHg
• Flash Point: 111.1°C
• Density: 1.097g/cm³
• Vapor Pressure: 0.0116mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: 1-(butan-2-yl)pyrrolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(butan-2-yl)pyrrolidine-2,5-dione(74295-62-8)
• EPA Substance Registry System: 1-(butan-2-yl)pyrrolidine-2,5-dione(74295-62-8)

Safety Data

• Hazardous Substances Data: 74295-62-8(Hazardous Substances Data)

Usage

General Description

1-(butan-2-yl)pyrrolidine-2,5-dione, also known as N-butylsuccinimide, is a chemical compound with the molecular formula C8H13NO2. It is an organic compound belonging to the class of pyrrolidines, which are cyclic organic compounds containing a five-membered ring with the formula C4H9N. N-butylsuccinimide is commonly used as a reagent in organic synthesis and pharmaceutical production. It is a white crystalline solid with a melting point of 48-50°C, and it is soluble in organic solvents such as ethanol and acetone. 1-(butan-2-yl)pyrrolidine-2,5-dione is valued for its role as an intermediate in the manufacturing of various pharmaceuticals and fine chemicals.

Upstream product

• 108-30-5 succinic acid anhydride 
• 33966-50-6 SEC-BUTYLAMINE 
• 110-15-6 succinic acid 
• 123-56-8 Succinimide 
• 78-76-2 s-butyl bromide 

Downstream Products

• 1285560-07-7 1-sec-butyl-5-(2-p-tolyl-1H-indol-3-yl)pyrrolidin-2-one 

Relevant articles and documents

Versatile and sustainable synthesis of cyclic imides from dicarboxylic acids and amines by Nb2O5 as a base-tolerant heterogeneous lewis acid catalyst

Catalytic condensation of dicarboxylics acid and amines without excess amount of activating reagents is the most atom-efficient but unprecedented synthetic method of cyclic imides. Here we present the first general catalytic method, proceeding selectively and efficiently in the presence of a commercial Nb2O5 as a reusable and base-tolerant heterogeneous Lewis acid catalyst. The method is effective for the direct synthesis of pharmaceutically or industrially important cyclic imides, such as phensuximide, N-hydroxyphthalimide (NHPI), and unsubstituted cyclic imides from dicarboxylic acid or anhydrides with amines, hydroxylamine, or ammonia.

A practial method for N-alkylation of succinimide and glutarimide

Succinimide and glutarimide are N-alkylated in high yield using primary chlorides, bromides or tosylates under solid-liquid PTC conditions (K2CO3, benzene or toluene at reflux, 1percent 18-C-6).Addition of 0.1 eq of KI increases the rate of the reaction for less reactive halides such as 2-bromobutane.Keywords: imide / phase transfer catalysis / N-alkylation