2-(4-Chloro-phenylamino)-nicotinic acid

Base Information

• Chemical Name: 2-(4-Chloro-phenylamino)-nicotinic acid
• CAS No.: 16344-26-6
• Molecular Formula: C12H9ClN2O2
• Molecular Weight: 248.669
• DSSTox Substance ID: DTXSID80362931
• Wikidata: Q27097964
• Pharos Ligand ID: 9574Y5XTH4L5
• Metabolomics Workbench ID: 151899
• ChEMBL ID: CHEMBL1237007
• Mol file: 16344-26-6.mol

Synonyms:16344-26-6;2-(4-Chloro-phenylamino)-nicotinic acid;2-(4-chloroanilino)pyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 2-[(4-chlorophenyl)amino]-;2-[(4-Chlorophenyl)amino]nicotinic acid;DHODH-IN-17;CHEMBL1237007;2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid;Oprea1_567832;MLS000716849;SCHEMBL9469395;BRD4619;DTXSID80362931;HMS2655G09;HMS3604C15;KUC105419N;BRD-4619;BDBM50201619;MFCD03114306;2-(4-chlorophenylamino)nicotinic acid;AKOS000742000;DB08784;KSC-15-020;SMR000278366;HY-128068;CS-0095167;FT-0737231;2-[(4-Chlorophenyl)amino]-3-pyridinecarboxylic acid;BRD-K26684619-001-07-4;Q27097964;ZZ0

Chemical Property of 2-(4-Chloro-phenylamino)-nicotinic acid

Chemical Property:

• PSA: 62.22000
• LogP: 3.24980
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 248.0352552
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

97% ^*data from raw suppliers

2-[(4-Chlorophenyl)amino]nicotinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)NC2=CC=C(C=C2)Cl)C(=O)O

Technology Process of 2-(4-Chloro-phenylamino)-nicotinic acid

There total 5 articles about 2-(4-Chloro-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-((4-chlorophenyl)amino)nicotinate (918907-41-2) → 2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid (16344-26-6)

Guidance literature:

ethyl 2-((4-chlorophenyl)amino)nicotinate; With sodium hydroxide; In ethanol; for 2h; Reflux;

With hydrogenchloride; In ethanol; water;

DOI:10.1016/j.bmc.2011.09.060

Reference yield: 92.0%

2-chloronicotinic acid (2942-59-8) + 4-chloro-aniline (106-47-8) → 2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid (16344-26-6)

Guidance literature:

With potassium carbonate; In water; at 150 ℃; for 3h; Green chemistry;

DOI:10.1007/s11164-012-0494-0

Reference yield:

4-chloro-aniline (106-47-8) → 2-[(4-chlorophenyl)amino]pyridine-3-carboxylic acid (16344-26-6)

Guidance literature:

Multi-step reaction with 2 steps

1: ethylene glycol / 6 h / 160 °C

2: sodium hydroxide / ethanol / 2 h / Reflux

With sodium hydroxide; In ethanol; ethylene glycol;

DOI:10.1016/j.bmc.2011.09.060

upstream raw materials:

2-chloronicotinic acid

4-chloro-aniline

ethyl 2-((4-chlorophenyl)amino)nicotinate

ethyl 2-chloronicotinate

Downstream raw materials:

2-(4-Chlorophenyl)amino-3-hydroxymethylpyridine

1-(4-Chloro-phenyl)-3-methyl-1,3-dihydro-pyrrolo[2,3-b]pyridin-2-one

1-(4-chlorophenyl)-1,3-dihydro-3,3-dimethyl-2H-pyrrolo<2,3-b>pyridin-2-one

1,3-dihydro-3,3-dimethyl-1-(4-chlorophenyl)-2H-pyrrolo<2,3-b>pyridin-2-thione