2-(Phenylamino)nicotinic acid

Base Information

• Chemical Name: 2-(Phenylamino)nicotinic acid
• CAS No.: 16344-24-4
• Molecular Formula: C12H10N2O2
• Molecular Weight: 214.224
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90363232
• Nikkaji Number: J588.586H
• Wikidata: Q82146832
• ChEMBL ID: CHEMBL3944693
• Mol file: 16344-24-4.mol

Synonyms:2-(Phenylamino)nicotinic acid;16344-24-4;2-Anilinonicotinic acid;2-anilinopyridine-3-carboxylic acid;2-(phenylamino)pyridine-3-carboxylic acid;CHEMBL3944693;MFCD00128791;Bionet2_001380;2-(Phenylamino)nicotinicacid;2-ANILINONICOTINICACID;SCHEMBL479877;DTXSID90363232;HMS1367O16;BDBM50201635;AKOS000215628;2-phenylamino-3-pyridinecarboxylic acid;3-Pyridinecarboxylicacid,2-(phenylamino)-;CS-0126624;FT-0681530;O10536;6T-0887

Chemical Property of 2-(Phenylamino)nicotinic acid

Chemical Property:

• Vapor Pressure: 7.94E-07mmHg at 25°C
• Boiling Point: 391.4 °C at 760 mmHg
• Flash Point: 190.5 °C
• PSA: 62.22000
• Density: 1.328 g/cm³
• LogP: 2.59640
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 214.074227566
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

98%min ^*data from raw suppliers

2-(Phenylamino)nicotinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=C(C=CC=N2)C(=O)O

Technology Process of 2-(Phenylamino)nicotinic acid

There total 11 articles about 2-(Phenylamino)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: 100.0%

ethyl 2-(phenylamino)pyridine-3-carboxylate (115891-18-4) → 2-(phenylamino)nicotinic acid (16344-24-4)

Guidance literature:

ethyl 2-(phenylamino)pyridine-3-carboxylate; With sodium hydroxide; In ethanol; for 2h; Reflux;

With hydrogenchloride; In ethanol; water;

DOI:10.1016/j.bmc.2011.09.060

Reference yield: 94.0%

2-iodonicotinic acid (6042-35-9) + aniline (62-53-3) → 2-(phenylamino)nicotinic acid (16344-24-4)

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; for 8h;

DOI:10.1016/j.bmc.2020.115354

Reference yield: 87.0%

2-chloronicotinic acid (2942-59-8) + aniline (62-53-3) → 2-(phenylamino)nicotinic acid (16344-24-4)

Guidance literature:

copper; In xylene; for 24h; Heating;

DOI:10.1515/HC.2003.9.4.335

upstream raw materials:

2-chloronicotinic acid

aniline

2-aminopyridin-3-carboxylic acid

bromobenzene

Downstream raw materials:

2-phenylamino-3-pyridinecarboxaldehyde

2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid

2-oxo-1-phenyl-1,2-dihydro-1,8-naphthyridine-3-carboxylic acid chloride

2-oxo-1-phenyl-1,2-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

Refernces

• 1、 Chen, Ting,Fu, Dongxue,He, Jie,Tang, Qidong,Xiong, Hehua,Yang, Feiyi,Zhang, Jianqing,Zheng, Pengwu. "Design, synthesis and biological evaluation of novel 4-(pyrrolo[2,3-d]pyrimidine-4-yloxy)benzamide derivatives as potential antitumor agents". supporting information. . Retrieved 2020/12/25.
• 2、 -. "Nicotinic acid ester compound and preparation method and application thereof". Paragraph 0076-0081. . Retrieved 2020/01/08.