3470-97-1

Usage

Chemical Class

Pyrrolidinediones

Uses

Synthesis of pharmaceuticals, agrochemicals, and specialty chemicals; reagent in organic synthesis; building block in production of polymer additives; precursor in preparation of chiral compounds

Versatility

Valuable intermediate in chemical industry; contributes to development of a wide range of products

Safety Precautions

Proper handling and safety measures should be observed to minimize potential risks to human health and the environment.

InChI:InChI=1/C7H11NO2/c1-2-5-8-6(9)3-4-7(8)10/h2-5H2,1H3

Upstream product

• 42042-65-9 N-propylsuccinimide 
• 61283-60-1 4-(propylamino)-4-oxobutanoic acid 
• 107-08-4 1-iodo-propane 
• 74805-31-5 1-(n-propyl)-2,4,6-triphenylpyridinium tetrafluoroborate 
• 37912-62-2 sodium succinimide 
• 107-10-8 propylamine 
• 110-15-6 succinic acid 

Downstream Products

• 123-56-8 Succinimide 
• 58366-41-9 6-methylhexahydroazepine-2,5-dione 
• 93061-24-6 5-Hydroxy-1-propyl-5-(3-trifluoromethyl-phenyl)-pyrrolidin-2-one 

Relevant academic research and scientific papers

Simple and efficient synthesis of N-alkyl and N-aryl succinimides in hot water

A new, simple synthesis of succinimides is described. The reactions were carried out under the ultimate green conditions excluding both catalyst and organic solvent by applying simple stirring at 100 °C. A wide variety of N-susbstituted succinimides have been prepared in high yields by using succinic acid and primary amines in hot water. Yield of N-alkyl substituted succinimides were found to be higher than those of N-aryl substituted succinimides.

A mild and facile synthesis of cyclic imides using pyridinium chlorochromate

A mild and facile synthetic method of cyclic imides is presented. These compounds are widely used in the synthesis of novel medical, polymeric, photonic and electronic materials. Compared with traditional syntheses, the method reported has several advantages including mild conditions, simplified work-up and low cost.

Synthesis and antimicrobial activities of N-substituted imides

In the field of our research programs concerning novel antimicrobial agents, a series of N-substituted imides was synthesized. These compounds were obtained by cyclization of amido-acids in acetic anhydride/sodium acetate or hexamethyldisilazane/zinc bromide for the hydroxy-aromatic derivatives. The hydroxy-alkyl maleimides were directly prepared by condensation of the corresponding amino-alcohol with maleic anhydride in boiling toluene. Most of N-substituted maleimides showed an interesting antimicrobial activity towards bacteria from the ATCC collection (Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATCC 27853) but the MIC values for P. aeruginosa were always high (128 μg/ml). The imides with alkyl substituents showed higher activities than aromatic analogues with MIC values in the range of 8-32 μg/ml. Comparatively, succinimides were practically inactive.

Sleep-Inducing N-Alkyl-5--5-hydroxy-2-pyrrolidinones and N-Alkyl-3-(trifluoromethyl)cinnamamides

A series of N-alkyl-3--5-hydroxy-2-pyrrolidinones and N-alkyl-3-(trifluoromethyl)-cinnamamides were prepared and screened in a series of tests designed to detect potential sleep inducers.The more active members of the series wer

Heterocycles in Organic Synthesis. Part 42. Preparation of Azides, Phthalimides, and Sulphonamides from Primary Amines

N-Alkyl and N-benzyl substituents are displaced from 2,4,6-triphenylpyridinium cations by nucleophilic azide, phthalimide, succinimide, and sulphonamide anions.This enables the conversion of primary alkyl- and benzylamines into azides, and primary (with potential for inversion or labelling) and secondary amines.