4,6-Dichloronicotinic acid

Base Information

• Chemical Name: 4,6-Dichloronicotinic acid
• CAS No.: 73027-79-9
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29333990
• European Community (EC) Number: 695-891-1
• DSSTox Substance ID: DTXSID10355755
• Nikkaji Number: J1.537.725I
• Wikidata: Q72467042
• Mol file: 73027-79-9.mol

Synonyms:4,6-dichloronicotinic acid;73027-79-9;4,6-Dichloropyridine-3-carboxylic acid;3-Pyridinecarboxylic acid, 4,6-dichloro-;MFCD00234146;4,6-DICHLORO NICOTINIC ACID;2,4-Dichloro-5-carboxylpyridine;4,6-DichloronicotinicAcid;2,4-dichloropyridine-5-carboxylic acid;2,4-Dichloro-5-carboxypyridine;4.6-dichloronicotinic acid;4,6-dichloro-nicotinic acid;AC-907/25004487;SCHEMBL625580;DTXSID10355755;BCP22069;AC-963;BBL104117;STL557932;AKOS005073591;AB05151;CS-W002553;MA-0710;4,6-dichloronicotinic acid, AldrichCPR;SY007903;A9455;AM20061471;D5311;FT-0650284;EN300-78733;4,6-DICHLORO-3-PYRIDINECARBOXYLIC ACID;J-514149;Z1201619913

Chemical Property of 4,6-Dichloronicotinic acid

Chemical Property:

• Vapor Pressure: 4.23E-05mmHg at 25°C
• Melting Point: 158-160 °C
• Refractive Index: 1.605
• Boiling Point: 336.997 °C at 760 mmHg
• PKA: 1.87±0.25(Predicted)
• Flash Point: 157.61 °C
• PSA: 50.19000
• Density: 1.612 g/cm³
• LogP: 2.08660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 190.9540837
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

98% ^*data from raw suppliers

4,6-Dichloronicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-20/21/22
• Safety Statements: 24/25-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CN=C1Cl)C(=O)O)Cl
• Uses: 4,6-Dichloronicotinic acid is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 4,6-Dichloronicotinic acid

There total 13 articles about 4,6-Dichloronicotinic 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%

methyl 4,6-dichloropyridine-3-carboxylate (65973-52-6) → 4,6-dichloro-nicotinic acid (73027-79-9)

Guidance literature:

With lithium hydroxide; water; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1016/j.bmcl.2008.08.095

Reference yield: 99.0%

ethyl 4,6-dichloronicotinate (40296-46-6) → 4,6-dichloro-nicotinic acid (73027-79-9)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2018.08.013

Reference yield: 79.0%

carbon dioxide (124-38-9,18923-20-1) + 2,4-dichloro-5-iodopyridine (343781-49-7) → 4,6-dichloro-nicotinic acid (73027-79-9)

Guidance literature:

2,4-dichloro-5-iodopyridine; With tert.-butyl lithium; In diethyl ether; pentane; at -75 ℃; for 0.25h;

carbon dioxide; at -78 ℃;

DOI:10.1002/1099-0690(200104)2001:7<1371::AID-EJOC1371>3.0.CO;2-E

upstream raw materials:

ethyl 4,6-dichloronicotinate

carbon dioxide

2,4-dichloro-5-iodopyridine

2-chloropyridine

Downstream raw materials:

4,6-dichloro-nicotinamide

C₁₆H₁₆ClNO₄

6-chloro-4-methoxypyridine-3-carboxylic acid

6-(4-fluoro-3-(pyrrolidine-1-carboxamido)phenylamino)-4-(pyridin-3-ylmethylamino)nicotinamide

Refernces

• 1、 Dembélé, Ousmane,Montoir, David,Yvorra, Thomas,Sérillon, Dylan,Tonnerre, Alain,Duflos, Muriel,Robert, Jean-Michel,Bazin, Marc-Antoine. "Novel approach towards 3,7-disubstituted 1,6-naphthyridin-4(1H)-ones exploiting cross-coupling and SNAr reactions of a dihalogenated compound". . p. 3519 - 3523. Retrieved 2018/08/24.
• 2、 -. "HETEROARYL SUBSTITUTED AMINOPYRIDINE COMPOUNDS". Page/Page column 62; 63. . Retrieved 2017/01/09.