502610-56-2

Basic information

• Product Name: Butanedioic acid, 2-acetyl-2-[(3-methylphenyl)methyl]-, diethyl ester
• CAS NO: 502610-56-2
• Molecular Formula: C18H24O5
• Molecular Weight: 320.386
• Mol File: 502610-56-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Butanedioic acid, 2-acetyl-2-[(3-methylphenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Butanedioic acid, 2-acetyl-2-[(3-methylphenyl)methyl]-, diethyl ester(502610-56-2)
• EPA Substance Registry System: Butanedioic acid, 2-acetyl-2-[(3-methylphenyl)methyl]-, diethyl ester(502610-56-2)

Safety Data

• Hazardous Substances Data: 502610-56-2(Hazardous Substances Data)

Upstream product

• 1115-30-6 diethyl acetylsuccinate 
• 35509-94-5 1-(iodomethyl)-3-methylbenzene 
• 620-19-9 1-chloromethyl-3-methyl-benzene 

Downstream Products

• 4168-10-9 2-(3-methylbenzyl)succinic anhydride 
• 6315-20-4 2-(3-methylbenzyl)succinic acid 

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.