22199-48-0

Basic information

• Product Name: 1,4-Dimethyl-1,3-dihydro-5-phenyl-2H-imidazol-2-one
• Synonyms: 1,4-Dimethyl-1,3-dihydro-5-phenyl-2H-imidazol-2-one;GPA-1851
• CAS NO: 22199-48-0
• Molecular Formula: C₁₁H₁₂N₂O
• Molecular Weight: 188.2258
• Mol File: 22199-48-0.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.135g/cm³
• Refractive Index: 1.569
• CAS DataBase Reference: 1,4-Dimethyl-1,3-dihydro-5-phenyl-2H-imidazol-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dimethyl-1,3-dihydro-5-phenyl-2H-imidazol-2-one(22199-48-0)
• EPA Substance Registry System: 1,4-Dimethyl-1,3-dihydro-5-phenyl-2H-imidazol-2-one(22199-48-0)

Safety Data

• Hazardous Substances Data: 22199-48-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H12N2O/c1-8-10(13(2)11(14)12-8)9-6-4-3-5-7-9/h3-7H,1-2H3,(H,12,14)

Upstream product

• 90-63-1 (RS)-1-hydroxy-1-phenylpropan-2-one 
• 598-50-5 N-Methylurea 
• 1384460-66-5 C₂₀H₂₃N₃O₂ 

Relevant articles and documents

Lithiation and electrophilic substitution of dimethyl triazones

The lithiation and electrophilic substitution of dimethyl triazones is described. Directed lithiation or tin-lithium exchange of dimethyl triazones afforded the corresponding dipole stabilized nucleophiles that were trapped with various electrophiles. Keto-triazone derivatives accessed by acylation of such nucleophiles were readily converted into the corresponding imidazolone heterocycles.

5-Aryl-imidazolin-2-ones as a scaffold for potent antioxidant and memory-improving activity

A series of 5-phenyl-substituted-N-alkyl-imidazolin-2-ones with potent radical-scavenging activity and lipid peroxidation inhibitory activity was synthesized. Many of the compounds showed memory-improving effect in animal models independent of the inhibitory activity on lipid peroxidation.

Mechanistic Studies in the Chemistry of Urea. Part 8. Reactions of Urea, 1-Methylurea, and 1,3-Dimethylurea with Some Acyloins and Butane-2,3-dione (Diacetyl) in Acid Solution

Urea and 1-methylurea react with both aromatic and aliphatic acyloins to form 4-imidazolin-2-ones but, under the same reaction conditions, 1,3-dimethylurea does not react.However, 1,3-dimethylurea does react with diacethyl to form 4,4'-methylenebis-(1,3,5-trimethyl-4-imidazolin-2-one) (4a).The carbon atom lost in the formation of (4a) is eliminated as formaldehyde.We propose a reaction mechanism which involves formation of an oxetan ring.With 1-methylurea and urea the main products of reaction with diacetyl are the bicyclic compounds (6a-c).However, it is possible that reactions analogous to that leading to the formation of (4a) also occur and that the carbonium ion (5c) is the coloured species formed in the well known colorimetric procedure for the determination of urea concentrations in biological liquids.