Ethyl 2,6-dichloronicotinate

Base Information

• Chemical Name: Ethyl 2,6-dichloronicotinate
• CAS No.: 58584-86-4
• Molecular Formula: C8H7Cl2NO2
• Molecular Weight: 220.055
• Hs Code.: 2933399090
• European Community (EC) Number: 696-497-2
• DSSTox Substance ID: DTXSID10483047
• Nikkaji Number: J405.923I
• Wikidata: Q82320006
• Mol file: 58584-86-4.mol

Synonyms:Ethyl 2,6-dichloronicotinate;58584-86-4;ethyl 2,6-dichloropyridine-3-carboxylate;2,6-Dichloronicotinic acid ethyl ester;Ethyl2,6-dichloronicotinate;MFCD09757510;3-Pyridinecarboxylic acid, 2,6-dichloro-, ethyl ester;2,6-Dichloropyridine-3-carboxylic acid ethyl ester;SCHEMBL422881;DTXSID10483047;KKYBVLDQTWQETN-UHFFFAOYSA-N;AKOS015996853;FD17095;KG-0717;2,6-dichloro nicotinic acid ethyl ester;2,6-dichloro-nicotinic acid ethyl ester;SY102722;Ethyl-2,6-dichloro pyridine-3-carboxylate;CS-0094675;E1194;Ethyl-2, 6-dichloro pyridine-3-carboxylate;FT-0698640;EN300-171613;A1-01144;Z962652392

Chemical Property of Ethyl 2,6-dichloronicotinate

Chemical Property:

• Vapor Pressure: 0.00272mmHg at 25°C
• Melting Point: 50.0 to 54.0 °C
• Refractive Index: 1.54
• Boiling Point: 286°Cat760mmHg
• PKA: -4.48±0.10(Predicted)
• Flash Point: 126.7°C
• PSA: 39.19000
• Density: 1.367g/cm³
• LogP: 2.56510
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 218.9853839
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

99.9% ^*data from raw suppliers

Ethyl 2,6-Dichloronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=C(C=C1)Cl)Cl

Technology Process of Ethyl 2,6-dichloronicotinate

There total 6 articles about Ethyl 2,6-dichloronicotinate 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: 85.2%

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + ethanol (64-17-5) → ethyl 2,6-dichloronicotinate (58584-86-4)

Guidance literature:

With sulfuric acid; for 40h; Reflux; Inert atmosphere;

Reference yield: 68.0%

3,5-dichloro-2(H)-1,4-oxazin-2-one (125850-02-4) + propynoic acid ethyl ester (623-47-2) → 2,6-dichloroisonicotinic acid ethyl ester (1604-14-4) + ethyl 2,6-dichloronicotinate (58584-86-4)

Guidance literature:

at 80 ℃; for 1.5h; Yields of byproduct given;

DOI:10.1055/s-1991-26570

Reference yield:

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + orthoformic acid triethyl ester (122-51-0) → ethyl 2,6-dichloronicotinate (58584-86-4)

Guidance literature:

With sulfuric acid; In ethanol; at 150 ℃; for 0.25h; Microwave irradiation;

upstream raw materials:

3,5-dichloro-2(H)-1,4-oxazin-2-one

propynoic acid ethyl ester

3,5-dichloro-1-phenylpyrazin-2(1H)-one

2,6-dichloropyridine-3-carboxylic acid

Downstream raw materials:

ethyl 6-{4-[(benzylsulfonyl)carbamoyl]piperidin-1-yl}-2-chloronicotinate

6-ethoxy-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid

2-ethoxy-6-(4-methoxy-benzylamino)-nicotinic acid ethyl ester

6-(4-tert-butoxycarbonyl-piperazin-1-yl)-2'-cyclohexylamino-[2,4']bipyridinyl-5-carboxylic acid ethyl ester

Refernces

• 1、 Casimiro-Garcia, Agustin,Piotrowski, David W.,Ambler, Catherine,Arhancet, Graciela B.,Banker, Mary Ellen,Banks, Tereece,Boustany-Kari, Carine M.,Cai, Cuiman,Chen, Xiangyang,Eudy, Rena,Hepworth, David,Hulford, Catherine A.,Jennings, Sandra M.,Loria, Paula M.,Meyers, Marvin J.,Petersen, Donna N.,Raheja, Neil K.,Sammons, Matthew,She, Li,Song, Kun,Vrieze, Derek,Wei, Liuqing. "Identification of (R)-6-(1-(4-cyano-3-methylphenyl)-5-cyclopentyl-4,5- dihydro-1H-pyrazol-3-yl)-2-methoxynicotinic acid, a highly potent and selective nonsteroidal mineralocorticoid receptor antagonist". . p. 4273 - 4288. Retrieved 2014/06/09.
• 2、 -. "2,4'-BIPYRIDINYL COMPOUNDS AS PROTEIN KINASE D INHIBITORS USEFUL FOR THE TREATMENT OF IA HEART FAILURE AND CANCER". Page/Page column 134. . Retrieved 2010/01/07.