2,6-Dichloronicotinic acid

Base Information

• Chemical Name: 2,6-Dichloronicotinic acid
• CAS No.: 38496-18-3
• Molecular Formula: C6H3Cl2NO2
• Molecular Weight: 192.001
• Hs Code.: 29333990
• European Community (EC) Number: 609-561-1
• DSSTox Substance ID: DTXSID50357536
• Nikkaji Number: J1.403.911B
• Wikidata: Q72467047
• ChEMBL ID: CHEMBL5091458
• Mol file: 38496-18-3.mol

Synonyms:2,6-Dichloronicotinic acid;38496-18-3;2,6-Dichloropyridine-3-carboxylic acid;2,6-Dichloro-3-pyridinecarboxylic acid;2,6-dichloronicotinicacid;MFCD00075583;3-PYRIDINECARBOXYLIC ACID, 2,6-DICHLORO-;dichloronicotinic acid;2,6-Dichloro-nicotinic acid;2,6-Dichlornicotinsaure;SCHEMBL56617;2,6-dichloro-3-carboxypyridine;CHEMBL5091458;DTXSID50357536;CHEBI:194742;2 pound not6-Dichloronicotinicacid;2,6-DICHLORONICOTININC ACID;BCP08665;STR06382;AC-324;BBL010102;STK711166;AKOS005145615;CS-W002323;PB10074;PS-4083;2,6-dichloro-pyridine-3-carboxylic acid;SY001971;A6519;AM20070070;D3412;FT-0639476;EN300-55378;2,6-Dichloropyridine-3-carboxylic acid, 97%;2,6-DICHLOROPYRIDINE -3-CARBOXYLIC ACID;W-202590;Z829930522

Chemical Property of 2,6-Dichloronicotinic acid

Chemical Property:

• Appearance/Colour: off-white to yellow solid
• Vapor Pressure: 1.56E-05mmHg at 25°C
• Melting Point: 140-143 °C(lit.)
• Refractive Index: 1.605
• Boiling Point: 351.2 °C at 760 mmHg
• PKA: 1.77±0.28(Predicted)
• Flash Point: 166.2 °C
• PSA: 50.19000
• Density: 1.612 g/cm³
• LogP: 2.08660
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: DMSO, Methanol
• XLogP3: 2.3
• 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:

99% ^*data from raw suppliers

2,6-Dichloropyridine-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=NC(=C1C(=O)O)Cl)Cl
• Uses: 2,6-Dichloronicotinic acid is used for preparation of pyridine derivatives as inhibitors of human 11β hydroxysteroid dehydrogenase type 1 enzyme. Used for preparation of pyridine derivatives as inhibitors of human 11β hydroxysteroid dehydrogenase type 1 enzyme. Used for preparation of pyridine derivatives as inhibitors of human 11 hydroxysteroid dehydrogenase type 1 enzyme.

Technology Process of 2,6-Dichloronicotinic acid

There total 2 articles about 2,6-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:

2,6-dichloropyridine (2402-78-0) + carbon dioxide (124-38-9,18923-20-1) → 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + 2,6-dichloropyridine-4-carboxylic acid (5398-44-7)

Guidance literature:

2,6-dichloropyridine; With n-butyllithium; In tetrahydrofuran; hexane; for 0.5h;

carbon dioxide; In tetrahydrofuran;

DOI:10.1002/jlcr.473

Reference yield:

methanol (67-56-1) + 2,6-dichloro-3-(trichloromethyl)pyridine (55366-30-8) → 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + 6-chloro-2-methoxypyridine-3-carboxylic acid (65515-33-5) + 2-chloro-6-methoxypyridine-3-carboxylic acid (503000-87-1)

Guidance literature:

Multistep reaction;

Reference yield: 98.0%

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + benzyl alcohol (100-51-6,185532-71-2) → 2-(benzyloxy)-6-chloronicotinic acid

Guidance literature:

benzyl alcohol; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.333333h;

2,6-dichloropyridine-3-carboxylic acid; In tetrahydrofuran; mineral oil; at 23 ℃; for 4h;

upstream raw materials:

methanol

2,6-dichloro-3-(trichloromethyl)pyridine

2,6-dichloropyridine

carbon dioxide

Downstream raw materials:

6-iodo-nicotinic acid

2,6-dichloronicotinoyl chloride

methyl 2,6-dichloronicotinate

2-chloro-6-methoxypyridine-3-carboxylic acid

Refernces

• 1、 Dainter, Ronald S.,Suschitzky, Hans,Wakefield, Basil J.. "CONTRASTING REACTIONS OF 2,6-DICHLORO-4-TRICHLOROMETHYLPYRIDINE, 2,6-DICHLORO-3-TRICHLOROMETHYLPYRIDINE AND THEIR N-OXIDES WITH NUCLEOPHILES". . p. 227 - 234. Retrieved 2007/10/02.