67081-69-0

Basic information

• Product Name: 2-(ACETYLAMINO)-3-METHYLBENZOIC ACID
• Synonyms: Benzoic acid, 2-(acetylamino)-3-methyl-
• CAS NO: 67081-69-0
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• Mol File: 67081-69-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(ACETYLAMINO)-3-METHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ACETYLAMINO)-3-METHYLBENZOIC ACID(67081-69-0)
• EPA Substance Registry System: 2-(ACETYLAMINO)-3-METHYLBENZOIC ACID(67081-69-0)

Safety Data

• Hazardous Substances Data: 67081-69-0(Hazardous Substances Data)

Usage

Derived from

Benzoic acid

Contains

An acetyl group attached to an amino group on the benzene ring

Common uses

Intermediate in the synthesis of various drugs (particularly nonsteroidal anti-inflammatory drugs such as mefenamic acid), building block in organic synthesis, and research activities

Potential medicinal properties

Anti-inflammatory, analgesic, and anti-tumor effects

Other uses

Preparation of color additives and food dyes

Upstream product

• 2198-53-0 N-(2,6-dimethylphenyl)acetamide 
• 32833-96-8 N,N-dimethyloxamic acid 
• 120-66-1 N-(2-methylphenyl)acetamide 
• 201230-82-2 carbon monoxide 
• 5437-38-7 3-methyl-2-nitrobenzoic acid 
• 4389-45-1 3-methylantranilic acid 
• 108-24-7 acetic anhydride 
• 1463-17-8 2,8-dimethylquinoline 
• 5621-13-6 2,7-dimethyl-1H-indole 

Downstream Products

• 908597-08-0 methyl 2-iodo-3-methyl-5-nitrobenzoate 
• 90414-59-8 2-Iodo-3-methyl-5-nitrobenzoic acid 
• 70343-14-5 2-amino-3-methyl-5-nitrobenzoic acid 
• 95541-19-8 2-acetylamino-3-methyl-5-nitrobenzoic acid 

Relevant articles and documents

INHIBITORS OF ENCEPHALITIC ALPHAVIRUSES

Compounds of Formula I and Formula II: pharmaceutical compositions containing them, and use of the compounds as active ingredients to treat infection with alphavirus.

Palladium-catalyzed C-H bond carboxylation of acetanilides: An efficient usage of N,N-dimethyloxamic acid as the carboxylate source

N,N-Dimethyloxamic acid can be successfully employed as a carboxylate precursor in the palladium-catalyzed direct C-H carboxylation of acetanilides. The reaction proceeds smoothly under mild conditions over a broad range of substrates with high functional group tolerance, affording substituted N-acyl anthranilic acids in moderate to high yields.

The synthesis and resolution of 2,2′-, 4,4′-, and 6,6′-substituted chiral biphenyl derivatives for application in the preparation of chiral materials

Various routes were examined for the synthesis of chiral biphenyl species that are substituted at the 2,2′, 4,4′ and 6,6′ positions. Because the biaryl bond is tetrasubstituted, many coupling reactions were not suitable. The most reliable coupling reaction proved to be the Ullmann, which gave the desired product in 82% yield. The products were required as the starting point for the preparation of chiral materials using these as the monomer. For this reason, a route was required that produced large quantities of both enantiomers. The two enantiomers were resolved at the penultimate step by the use of chiral HPLC. A complicating feature proved to be the necessity to have a reactive group at the 4,4′ positions, which would permit polymerization though this point. Ultimately, we employed an Ullmann coupling on a dibrominated arene, which occurred selectively at the more hindered bromine by virtue of the directing effect of an ortho ester substituent.