3760-52-9

Basic information

• Product Name: 3-PYRROLIDINONE, HYDROCHLORIDE
• Synonyms: 3-PYRROLIDINONE, HYDROCHLORIDE;3-PyrrolidinoneHCl;Pyrrolidin-3-one hydrochloride;p67005;3-Pyrrolidinone, hydrochloride (1:1);3-Pyrrolidone hydrochloride;3-pyrrolidineone hydrochloride;Pyrrolidine-3-one hydrochloride
• CAS NO: 3760-52-9
• Molecular Formula: C₄H₇NO*ClH
• Molecular Weight: 121.56542
• Product Categories: Heterocyclic Compounds;CHIRAL CHEMICALS;Heterocycles;Intermediates
• Mol File: 3760-52-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 86-88°C dec.
• Boiling Point: 197.8 °C at 760 mmHg
• Flash Point: 73.4 °C
• Appearance: Crystalline solid
• Vapor Pressure: 0.313mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: DMSO, Water
• CAS DataBase Reference: 3-PYRROLIDINONE, HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PYRROLIDINONE, HYDROCHLORIDE(3760-52-9)
• EPA Substance Registry System: 3-PYRROLIDINONE, HYDROCHLORIDE(3760-52-9)

Safety Data

• Hazardous Substances Data: 3760-52-9(Hazardous Substances Data)

Usage

Description

3-Pyrrolidinone Hydrochloride is a crystalline solid that is commonly utilized in the pharmaceutical industry for the synthesis of various compounds, particularly carbapenem derivatives which serve as potent antibacterial agents.

Uses

Used in Pharmaceutical Industry:
3-Pyrrolidinone Hydrochloride is used as a synthetic intermediate for the production of carbapenem derivatives. These derivatives are known for their potent antibacterial properties, making them valuable in the development of new antibiotics to combat resistant bacterial strains.
Used in Antibacterial Applications:
3-Pyrrolidinone Hydrochloride is used as a key component in the synthesis of carbapenem antibiotics. These antibiotics are effective against a wide range of bacteria, including those that are resistant to other types of antibiotics. The hydrochloride's role in the synthesis process is crucial for the development of new and more effective treatments for bacterial infections.

InChI:InChI=1/C4H7NO.ClH/c6-4-1-2-5-3-4;/h5H,1-3H2;1H

Upstream product

• 101385-93-7 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 916814-31-8 (2S,4S)-2-(3-Oxo-pyrrolidine-1-carbonyl)-4-tritylsulfanyl-pyrrolidine-1-carboxylic acid allyl ester 
• 1186383-34-5 2-fluoro-6-(3-oxo-pyrrolidine-1-sulfonyl)-benzonitrile 

Relevant articles and documents

Heterocyclization and Spirocyclization Processes Based on Domino Reactions of N-Tosylhydrazones and Boronic Acids Involving Intramolecular Allylborylations of Nitriles

Polycyclic molecules featuring all-carbon quaternary bridgehead centers were synthesized through domino cyclizations between N-tosylhydrazones and boronic acids. Variations of the general cascade have been applied for the preparation of 3-quinuclidinones and related alkaloid-like scaffolds through transannular heterocyclizations. Moreover, the employment of 3-cyanopropyl and 4-cyanobutylboronic acids and α,β-unsaturated N-tosylhydrazones led to spirocycles through unprecedented formal [n+1] cyclizations, including the stereoselective spirocyclization of the Hajos–Parrish ketone. The common feature of all the new reactions described is the creation of an all-carbon quaternary center by formation of two Csp3?C bonds on the hydrazonic carbon atom. DFT-based calculations suggested the occurrence of cascade processes, which involve a diazo compound carboborylation followed by a 1,3-borotropic rearrangement on an intermediate allylboronic acid and a novel bora-aza-ene cyclization.

Oxime derivatives

An oxime derivative of the formula: STR1 wherein R is a hydrogen atom or a C1-5 alkyl group, R1 is a hydrogen atom, a C1-5 alkyl group or a carboxyl-protecting group, R2 is a hydrogen atom, a halogen atom, a hydroxyl group or an amino group, R3 is a C3-7 cycloalkyl group, R4 is a hydrogen atom, a halogen atom or a C1-4 alkoxy group, each of R5 and R6 which may be the same or different, is a hydrogen atom or a C1-5 alkyl group, or R5 and R6 together represent a C2-4 alkylene group which forms together with the adjacent carbon atom a C3-5 ring, provided that when R2 is a hydrogen atom, R4 is a C1-4 alkoxy group, m is an integer of 0 or 1, and n is an integer of from 1 to 3; or its pharmaceutically acceptable salt.