2-(2-methyl-anilino)-nicotinic acid

Base Information

• Chemical Name: 2-(2-methyl-anilino)-nicotinic acid
• CAS No.: 17782-05-7
• Molecular Formula: C13H12N2O2
• Molecular Weight: 228.25
• Mol file: 17782-05-7.mol

Synonyms:2-(o-Methylanilino)nicotinsaeure;2-(2-methyl-anilino)-nicotinic acid;

Chemical Property of 2-(2-methyl-anilino)-nicotinic acid

Chemical Property:

• Melting Point: 167-168 °C
• Boiling Point: 391.9±32.0 °C(Predicted)
• PKA: 1.73±0.36(Predicted)
• PSA: 62.22000
• Density: 1.285±0.06 g/cm3(Predicted)
• LogP: 2.90480
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%min ^*data from raw suppliers

DechloroChlonixin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dechloro Chlonixin is a derivative of the drug Chlonixin (C587140). Clonixin is a non-steroidal anti-inflammatory drug. It also has analgesic, antipyretic, and platelet-inhibitory actions. The compound has been reported to block prostaglandin synthesis, and to block inward calcium currents.

Technology Process of 2-(2-methyl-anilino)-nicotinic acid

There total 2 articles about 2-(2-methyl-anilino)-nicotinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

2-chloronicotinic acid (2942-59-8) + o-toluidine (95-53-4) → 2-[(2-methylphenyl)amino]pyridine-3-carboxylic acid (17782-05-7)

Guidance literature:

With potassium carbonate; In water; at 150 ℃; for 1h; Microwave irradiation;

DOI:10.3184/174751911X13231642443092

Reference yield:

→ 2-[(2-methylphenyl)amino]pyridine-3-carboxylic acid (17782-05-7)

Guidance literature:

entspr. Ethylester, NaOH;

Reference yield:

2-[(2-methylphenyl)amino]pyridine-3-carboxylic acid (17782-05-7) → 2-o-Tolylamino-nicotinic acid methyl ester (114501-03-0)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / acetone / 1.) 0 deg C, 2.) heating, 18 h

2: 80 percent / triethylamine / methanol / 6 h / Heating

With triethylamine; In methanol; acetone;

DOI:10.1021/jm00119a010

upstream raw materials:

2-chloronicotinic acid

o-toluidine

Downstream raw materials:

2-o-Tolylamino-nicotinic acid methyl ester

3-Butyl-4-hydroxy-1-o-tolyl-1H-[1,8]naphthyridin-2-one

Refernces

• 1、 Li, Zhenghua,Xiao, Shangyou,Liang, Ronghui,Xia, Zhining. "Synthesis of 2-(arylamino)nicotinic acids in high-temperature water". . p. 1691 - 1697. Retrieved 2012/10/29.
• 2、 Sherlock, Margaret H.,Kaminski, James J.,Tom, Wing C.,Lee, Joe F.,Wong, Shing-Chun,et al.. "Antiallergy Agents. 1. Substituted 1,8-Naphthyridin-2(1H)-ones as Inhibitors of SRS-A Release". . p. 2108 - 2121. Retrieved 2007/10/02.