2996-58-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Pyrrolidinone,4-methylis used as a synthetic intermediate for the preparation of various pharmaceutical compounds. One of its key applications is in the synthesis of iminopyrrolidines, which are selective inhibitors of human inducible nitric oxide synthase (iNOS). iNOS is an enzyme involved in the production of nitric oxide, which plays a crucial role in various physiological processes, including immune response and blood vessel dilation. Inhibition of iNOS can be beneficial in treating conditions such as inflammation, asthma, and chronic pain.
Additionally, NMP can be used as a solvent in the pharmaceutical industry for various drug formulations due to its ability to dissolve a wide range of compounds and its compatibility with biological systems.
Used in Chemical Industry:
In the chemical industry, 2-Pyrrolidinone,4-methylis utilized as a solvent for various reactions, including polymerization, hydrolysis, and esterification processes. Its high boiling point and low vapor pressure make it an ideal choice for high-temperature and low-volatility applications.
Furthermore, NMP is used as a component in the production of several specialty chemicals, such as N-vinyl-2-pyrrolidinone (NVP), which is a monomer for the synthesis of poly(N-vinyl-2-pyrrolidinone) (PVP). PVP is a water-soluble polymer with a wide range of applications, including pharmaceuticals, cosmetics, and the manufacturing of blood plasma substitutes.
Used in Electronics Industry:
2-Pyrrolidinone,4-methylis also employed in the electronics industry as a cleaning agent for the removal of photoresist and other contaminants from semiconductor wafers during the manufacturing process. Its ability to dissolve a variety of materials and its compatibility with electronic components make it a valuable asset in this field.

InChI:InChI=1/C5H9NO/c1-4-2-5(7)6-3-4/h4H,2-3H2,1H3,(H,6,7)

Upstream product

• 97-65-4 2-methylenesuccinic acid 

Downstream Products

• 107954-49-4 2,3-dihydro-2-methyl-3-(phenylmethylene)pyrrolo<2,1-b>quinazoline-9(1H)-one 

Relevant academic research and scientific papers

Graphical method for the determination of the complex NMR shift and equilibrium constant for a hetero-association accompanying self-associations

We describe a novel graphical method which, in conjunction with the previously proposed graphical determination of monomer shift, dimer shift, and dimerization constant for self-association, allows us to determine the complex shift and equilibrium constant for a hetero-association, A + B ? AB, accompanying self-associations, A + A ? A2, and B + B ? B2. The merit of the new method includes the removal of the restrictions imposed on the conventional Benesi-Hildebrand (B-H) plot: (1) that the concentration of one component must be much less than that of the other; (2) that there be no accompanying self-association. The simultaneous equilibrium of the self-association of 2-pyrrolidone (A) and that of 4-methyl-α-pyrrolidone (B) and the hetero-association between A and B in acetonitrile-d3 at 25°C is studied. The inappropriateness of the B-H plot in dealing with this case is also pointed out.

Efficient palladium catalysis for the upgrading of itaconic and levulinic acid to 2-pyrrolidones followed by their vinylation into value-added monomers

The production of monomers from bio-based platform chemicals shows great potential to reduce the chemical industry's demand for fossil resources. We herein present a two-step approach, which yields N-vinyl-2-pyrrolidone monomers from bio-based carboxylic acids, such as itaconic and levulinic acid. A highly active, heterogeneous palladium catalyst facilitating the reductive amidation of itaconic acid (TOF = 950 molPyr·molPd-surface-1 h-1) as well as the reductive amination of levulinic acid (TOF = 4000 molPyr·molPd-surface-1 h-1) was designed. Especially the reductive amidation of itaconic acid to 3- and 4-methyl-2-pyrrolidone was found to be structure sensitive. A clear trend between Pd particle size and catalyst activity could be shown by the synthesis of Pd/C catalysts with varying Pd particle sizes. The vinylation of the synthesized methyl-2-pyrrolidones with acetylene was tested using common industrial conditions (10-18 bar acetylene, 150 °C, KOH catalyst, no solvent). Similar to the industrial vinylation of 2-pyrrolidone, good yields of up to 80% N-vinyl-methyl-2-pyrrolidone were received. Therefore, and due to the excellent maximum yield of methyl-2-pyrrolidones in reductive amidation (95 mol%), the envisioned process can be a promising drop-in technology, directly replacing fossil resources in the production of an established monomer class. This journal is