4168-10-9

Basic information

• Product Name: 2,5-Furandione, dihydro-3-[(3-methylphenyl)methyl]-
• CAS NO: 4168-10-9
• Molecular Formula: C12H12O3
• Molecular Weight: 204.225
• Mol File: 4168-10-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,5-Furandione, dihydro-3-[(3-methylphenyl)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Furandione, dihydro-3-[(3-methylphenyl)methyl]-(4168-10-9)
• EPA Substance Registry System: 2,5-Furandione, dihydro-3-[(3-methylphenyl)methyl]-(4168-10-9)

Safety Data

• Hazardous Substances Data: 4168-10-9(Hazardous Substances Data)

Usage

Chemical class

Furanones

Appearance

Pale yellow solid

Odor

Slightly fruity

Usage

Production of pharmaceuticals and agrochemicals

Potential therapeutic uses

Anti-inflammatory, analgesic, antimicrobial

Safety concerns

Potential for skin and eye irritation; proper handling and safety protocols required

Upstream product

• 108-31-6 maleic anhydride 
• 108-38-3 m-xylene 
• 6315-20-4 2-(3-methylbenzyl)succinic acid 
• 502610-56-2 diethyl 2-acetyl-2-(3-methylbenzyl)succinate 
• 35509-94-5 1-(iodomethyl)-3-methylbenzene 
• 620-19-9 1-chloromethyl-3-methyl-benzene 

Relevant articles and documents

A practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid, an antirheumatic agent (part 1).

An efficient and practical procedure for the synthesis of esonarimod, (R,S)-2-acetylthiomethyl-4-(4-methylphenyl)-4-oxobutanoic acid (1), a new antirheumatic drug, has been developed. The intermediate, 2-methylene-4-(4-methylphenyl)-4-oxobutanoic acid (2), was prepared by Friedel-Crafts acylation of toluene with itaconic anhydride (3) in the presence of aluminum trichloride and nitrobenzene in 63% yield without silica gel column purification. Compound 1 was prepared by Michael addition of 2 with thioacetic acid (4) in 74% yield. Overall, 1 was obtained in 47% yield from 3. The structures and synthetic mechanisms of by-products (five compounds) of 2 were also clarified.