1886-18-6

Basic information

• Product Name: 3-benzoyl-5,5-dimethylimidazolidine-2,4-dione
• Synonyms: 3-benzoyl-5,5-dimethylimidazolidine-2,4-dione
• CAS NO: 1886-18-6
• Molecular Weight: 232.239
• Mol File: 1886-18-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-benzoyl-5,5-dimethylimidazolidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzoyl-5,5-dimethylimidazolidine-2,4-dione(1886-18-6)
• EPA Substance Registry System: 3-benzoyl-5,5-dimethylimidazolidine-2,4-dione(1886-18-6)

Safety Data

• Hazardous Substances Data: 1886-18-6(Hazardous Substances Data)

Upstream product

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 98-88-4 benzoyl chloride 
• 100-51-6 benzyl alcohol 
• 118-52-5 1,3-dichloro-5,5-dimethylhydantoin 
• 100-52-7 benzaldehyde 

Downstream Products

• 55-21-0 benzamide 
• 2782-40-3 N-butylbenzamide 
• 1696-17-9 N,N-diethylbenzamide 
• 5894-65-5 N-t-butylbenzamide 
• 10283-70-2 N,N-diallylbenzamide 
• 10364-94-0 1-benzoylimidazole 
• 1468-28-6 4-benzoylmorpholine 
• 776-75-0 N-benzoylpiperidine 
• 19026-84-7 N-(adamantan-1-yl)benzamide 
• 93-98-1 N-phenyl benzoyl amide 
• 119-61-9 benzophenone 
• 6453-99-2 3-benzoylthiophene 
• 644-13-3 C₆H₅COC₁₀H₇ 
• 2128-93-0 biphenyl-4-yl-phenyl-methanone 

Relevant articles and documents

N-Acyl-5,5-dimethylhydantoin, a New Mild Acyl-Transfer Reagent in Pd Catalysis: Highly Efficient Synthesis of Functionalized Ketones

The palladium-catalyzed Suzuki-Miyaura cross-coupling of N-acyl-5,5-dimethylhydantoins with arylboronic acids has been developed via selective amides C-N bond cleavage. The new reagent is commercially available and air-/moisture-stable, and it offers a variety of ketones in good yields through Suzuki coupling under mild conditions (up to 95%).

Synthesis of Amides from Alcohols and Amines Through a Domino Oxidative Amidation and Telescoped Transamidation Process

The amide bond formation is of paramount importance in organic synthesis, both within academic research and industrial development and manufacturing of pharmaceutical chemicals and other biologically active compounds. Despite this fact, as well as the ever-increasing treatment costs of side streams and other environmental concerns regarding handling and transportation of hazardous reagents, contemporary synthesis has elicited few new reactions and methods for the preparation of amides. Herein, we reveal a high yielding and expedite two-step telescoped synthetic process that comprises a domino oxidative amidation and transamidation for the creation of amides. The process utilizes alcohols and amines as reaction pairs with TEMPO and Fe ions as catalytic system and 1,3-dichloro-5,5-dimethyl hydantoin as a terminal oxidant. The oxidative amidation and transamidation process is conducted under benign reaction conditions and short reaction time (≈ 30 min.) in a two-step telescoped fashion by means of a multi-jet oscillating disk (MJOD) continuous-flow reactor platform. The disclosed process integrates alcohol oxidation and amide formation to afford target amide in yields up to 90 %. The method operates with both primary and secondary amines together, but was hampered when bulky amines and/or alcohols were used as reagent/substrate.

Reversal of substituent effect on C=O stretching vibrations in hydantoin derivatives: Part II

IR spectra have been recorded for ten new 3-(m- and p-substituted benzoyl)-5,5-dimethylhydantoins 1-10 in the region of fundamental C=O stretching vibrations in dichloromethane, and the frequencies of symmetric and asymmetric νC=O correlated with Hammett