Methyl 2,6-dichloronicotinate

Base Information

• Chemical Name: Methyl 2,6-dichloronicotinate
• CAS No.: 65515-28-8
• Molecular Formula: C7H5Cl2NO2
• Molecular Weight: 206.028
• Hs Code.: 2933399090
• European Community (EC) Number: 625-310-9
• DSSTox Substance ID: DTXSID90455409
• Nikkaji Number: J1.403.912K
• Wikidata: Q82277377
• Mol file: 65515-28-8.mol

Synonyms:Methyl 2,6-dichloronicotinate;65515-28-8;Methyl 2,6-dichloropyridine-3-carboxylate;2,6-DICHLORONICOTINIC ACID METHYL ESTER;MFCD07369794;Methyl2,6-dichloronicotinate;3-Pyridinecarboxylic acid, 2,6-dichloro-, methyl ester;SCHEMBL424747;methyl 2,6-dichloro-nicotinate;DTXSID90455409;IFVVGOJYWCHRCT-UHFFFAOYSA-N;AMY23357;BCP10121;BBL100942;STL554736;AKOS005073791;CS-W005384;NC-0704;2,6-dichloro-nicotinic acid methyl ester;AC-27884;SY006507;methyl-2,6-dichloropyridine-3-carboxylate;methyl-2,6-dichloro-pyridine-3-carboxylate;FT-0681241;M2616;EN300-99554;Methyl 2,6-dichloropyridine-3-carboxylate, 97%;A847136;2,6-Dichloropyridine-3-carboxylic Acid Methyl Ester;J-521902;Z962652390

Chemical Property of Methyl 2,6-dichloronicotinate

Chemical Property:

• Vapor Pressure: 0.007mmHg at 25°C
• Melting Point: 56-60 °C(lit.)
• Refractive Index: 1.548
• Boiling Point: 270.517 °C at 760 mmHg
• PKA: -4.55±0.10(Predicted)
• Flash Point: 117.405 °C
• PSA: 39.19000
• Density: 1.426 g/cm³
• LogP: 2.17500
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 204.9697338
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=C(N=C(C=C1)Cl)Cl
• Uses: Replacement of chlorides with fluorides using anhydrous nucleophilic fluoride salts generated from potassium fluoride and an arene transfer agent.

Technology Process of Methyl 2,6-dichloronicotinate

There total 10 articles about Methyl 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: 100.0%

methanol (67-56-1) + 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → methyl 2,6-dichloronicotinate (65515-28-8)

Guidance literature:

With thionyl chloride; Heating / reflux;

Reference yield: 98.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) → methyl 2,6-dichloronicotinate (65515-28-8)

Guidance literature:

In 2-methyltetrahydrofuran; diethyl ether; at 20 ℃; for 0.305h; Flow reactor;

DOI:10.1039/c6gc03066a

Reference yield: 93.0%

methanol (67-56-1) + 2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → methyl 2,6-dichloronicotinate (65515-28-8)

Guidance literature:

2,6-dichloropyridine-3-carboxylic acid; N,N-dimethyl-formamide; With oxalyl dichloride; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

methanol; In dichloromethane; at 0 - 20 ℃; for 0.0833333h;

upstream raw materials:

methanol

2,6-dichloronicotinoyl chloride

2,6-dichloropyridine-3-carboxylic acid

diazomethyl-trimethyl-silane

Downstream raw materials:

methyl 6-chloro-2-methoxypyridine-3-carboxylate

methyl 2,6-dimethoxypyridine-3-carboxylate

methyl 2-chloro-6-methoxypyridine-3-carboxylate

methyl 2-methoxy-6-(4-methylbenzenethio)pyridine-3-carboxylate

Refernces

• 1、 -. "2-AMINO-N-HETEROARYL-NICOTINAMIDES AS NAV1.8 INHIBITORS". Page/Page column 103. . Retrieved 2020/05/28.
• 2、 -. "NOVEL NICOTINAMIDE DERIVATIVES OR SALTS THEREOF". Paragraph 0563; 0564; 0697; 0698. . Retrieved 2018/09/08.