639517-75-2

Usage

Uses

Used in Coatings, Adhesives, and Sealants Industry:
Propanedioic acid, 2-[1,3-bis(1,1-dimethylethyl)-2,5-dioxo-4-imidazolidinyl]-, 1,3-diethyl ester is used as a crosslinking agent for enhancing the durability and performance of coatings, adhesives, and sealants. Its ability to form strong bonds with other chemicals contributes to the improved strength and resistance of these products.
Used in Plastics Industry:
In the manufacturing of plastic products, Propanedioic acid, 2-[1,3-bis(1,1-dimethylethyl)-2,5-dioxo-4-imidazolidinyl]-, 1,3-diethyl ester serves as a plasticizer, providing flexibility and workability to the plastic materials. Its compatibility with various polymers allows for the production of a wide range of plastic products with desired properties.
Used in Disinfectants and Antimicrobial Coatings Production:
Leveraging its antimicrobial properties, Propanedioic acid, 2-[1,3-bis(1,1-dimethylethyl)-2,5-dioxo-4-imidazolidinyl]-, 1,3-diethyl ester is utilized in the formulation of disinfectants and antimicrobial coatings. These applications help prevent the growth of bacteria, fungi, and other microorganisms, ensuring cleanliness and hygiene in various settings.
Overall, Propanedioic acid, 2-[1,3-bis(1,1-dimethylethyl)-2,5-dioxo-4-imidazolidinyl]-, 1,3-diethyl ester is a valuable ingredient in numerous industrial processes due to its versatility, stability, and compatibility with other chemicals.

Upstream product

• 691-24-7 1,3-di-tert-butylcarbodiimide 
• 431911-73-8 β,β-bis(ethoxycarbonyl)acrylic acid 
• 609-09-6 Diethyl ketomalonate 

Relevant academic research and scientific papers

Synthesis of 1,3,5-trisubstituted hydantoins by regiospecific domino condensation/aza-Michael/O→N acyl migration of carbodiimides with activated α,β-unsaturated carboxylic acids

(Chemical Equation Presented) Carbodiimides and suitably activated α,β-unsaturated carboxylic acids react effectively to afford a vast array of 1,3,5-trisubstituted hydantoins by means of a regiospecific domino condensation/aza-Michael/N→O acyl migration. The reaction works well in very mild conditions (20°C, dichloromethane) with fumaric acid derivatives bearing an electron-withdrawing group in the β position. Good results have been obtained also with less activated substrates bearing only one electron-withdrawing group in the β position, using more polar solvents (acetonitrile, DMF), and in the presence of a base (2,4,6-trimethylpyridine). Reactions with asymmetric carbodiimides are generally highly chemo- and regioselective, giving rise to the formation of a single regioisomeric hydantoin. However, asymmetric carbodiimides bearing one alkyl group and one aryl group can produce variable amounts of N-acylurea byproducts. The latter could be easily recovered and transformed into the corresponding hydantoins. A detailed study of the influence of key reaction parameters such as solvent, base, and structure of the reactants on the reaction outcome and mechanism is presented. This methodology is particularly convenient for the synthesis of trifluoromethyl-substituted hydantoins, which could be interesting as bioactive compounds in medicinal chemistry, as well as precursors of the corresponding α-amino acids.

Domino condensation/aza-Michael/O→N acyl migration of carbodiimides with activated α,β-unsaturated carboxylic acids to form hydantoins

Activated α,β-unsaturated carboxylic acids undergo an unexpected domino condensation/aza-Michael/O→N acyl migration with carbodiimides, producing N,N-disubstituted hydantoins in good yields. An array of structurally varied aspartic acid-derived hydantoins