4-Chloropicolinic Acid

Base Information

• Chemical Name: 4-Chloropicolinic Acid
• CAS No.: 5470-22-4
• Molecular Formula: C6H4ClNO2
• Molecular Weight: 157.556
• Hs Code.: 29339900
• European Community (EC) Number: 676-597-2
• NSC Number: 26285
• DSSTox Substance ID: DTXSID30282514
• Nikkaji Number: J1.739.902K
• Wikidata: Q72458493
• Mol file: 5470-22-4.mol

Synonyms:4-Chloropicolinic Acid;5470-22-4;4-chloropyridine-2-carboxylic acid;4-Chloro-pyridine-2-carboxylic acid;4-Chloro-2-pyridinecarboxylic acid;2-PYRIDINECARBOXYLIC ACID, 4-CHLORO-;MFCD00191400;4-chloro picolinic acid;2-Carboxy-4-chloropyridine;Chloropicolinicacid;NSC26285;4-Chloropicolinicacid;4-Chloro-2-carboxypyridine;Oprea1_356249;SCHEMBL202448;DTXSID30282514;CS-D1470;4-chloro-2-pyridine carboxylic acid;AC-259;NSC-26285;STK709191;AKOS000121758;AB04585;PS-3662;SY003269;A7945;AM20070174;BB 0218110;FT-0650467;EN300-00872;4-Chloro-2-pyridinecarboxylic acid, AldrichCPR;4-Chloro-pyridine-2-carboxylic acid, AldrichCPR;AB00677686-01;AF-399/40173400;W-203065;Z57990012;F1926-0017

Chemical Property of 4-Chloropicolinic Acid

Chemical Property:

• Vapor Pressure: 0.000303mmHg at 25°C
• Melting Point: 181 °C
• Boiling Point: 308 °C at 760 mmHg
• PKA: 3.27±0.10(Predicted)
• Flash Point: 140.1 °C
• PSA: 50.19000
• Density: 1.47 g/cm³
• LogP: 1.43320
• Storage Temp.: Keep Cold
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 156.9930561
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

4-ChloropicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1Cl)C(=O)O
• Uses: 4-Chloropicolinic Acid is a reactant used in the synthesis of VU0431316, a negative allosteric modulator of mGlu5.

Technology Process of 4-Chloropicolinic Acid

There total 18 articles about 4-Chloropicolinic 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: 87.0%

4-Chloro-pyridine-2-carboxylic acid methyl ester (24484-93-3) → 4-chloropicolinic acid (5470-22-4)

Guidance literature:

With sodium hydroxide; at 20 ℃; for 1h;

DOI:10.1039/c2ob26648b

Reference yield: 70.0%

→ 4-chloropicolinic acid (5470-22-4)

Guidance literature:

Reference yield: 54.9%

4-chloro-pyridine-2-carbonitrile (19235-89-3) → 4-chloropicolinic acid (5470-22-4)

Guidance literature:

With sodium carbonate; sodium sulfite; In ice-water; sulfuric acid; water;

upstream raw materials:

4-chIoro-2-methylpyridine

4-chloro-pyridine-2-carbonyl chloride

4,4'-dichloro-2,2'-bipyridine

2-picolinic acid hydrochloride

Downstream raw materials:

4-Chloro-pyridine-2-carboxylic acid methyl ester

ethyl 4-[[4-[2-[(trifluoroacetyl)amino]ethyl]phenyl]thio]-2-pyridinecarboxylate

Ethyl 4-ethoxypicolinate

t-butyl [2-(4-chloropyridine-2-carboxamido)ethyl]carbamate

Refernces

• 1、 Qin, Mingze,Zhai, Xin,Xie, Hongbo,Ma, Junjie,Lu, Kuan,Wang, Yu,Wang, Lihui,Gu, Yucheng,Gong, Ping. "Design and synthesis of novel 2-(4-(2-(dimethylamino)ethyl)-4H-1,2,4- triazol-3-yl)pyridines as potential antitumor agents". . p. 47 - 58. Retrieved 2014/06/09.
• 2、 Yeoh, Kar Kheng,Chan, Mun Chiang,Thalhammer, Armin,Demetriades, Marina,Chowdhury, Rasheduzzaman,Tian, Ya-Min,Stolze, Ineke,McNeill, Luke A.,Lee, Myung Kyu,Woon, Esther C. Y.,MacKeen, Mukram M.,Kawamura, Akane,Ratcliffe, Peter J.,Mecinovi?, Jasmin,Schofield, Christopher J.. "Dual-action inhibitors of HIF prolyl hydroxylases that induce binding of a second iron ion". . p. 732 - 745. Retrieved 2013/02/26.