Ethyl 4,6-dichloronicotinate

Base Information

• Chemical Name: Ethyl 4,6-dichloronicotinate
• CAS No.: 40296-46-6
• Molecular Formula: C8H7Cl2NO2
• Molecular Weight: 220.055
• Hs Code.: 2933399090
• Mol file: 40296-46-6.mol

Synonyms:2,4-Dichloro-5-carbethoxypyridine;4,6-Dichloronicotinic acid ethyl ester;

Chemical Property of Ethyl 4,6-dichloronicotinate

Chemical Property:

• Vapor Pressure: 0.00484mmHg at 25°C
• Melting Point: 32-34 °C
• Refractive Index: 1.54
• Boiling Point: 276.3 °C at 760 mmHg
• PKA: -1.24±0.10(Predicted)
• Flash Point: 120.9 °C
• PSA: 39.19000
• Density: 1.367 g/cm³
• LogP: 2.56510
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.

Purity/Quality:

98% ^*data from raw suppliers

Ethyl 4,6-Dichloronicotinate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 4,6-Dichloronicotinate acts as a reactant in the preparation of (acylamino)aminonaphthyridinones as novobiocin analogs and Hsp90 inhibitors, their antitumor activities in human breast cancer cell lines, and the effects on aptoptosis and cell cycle advancement of selected compounds. Ethyl 4,6-dichloronicotinate, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as a fine chemical intermediate.

Technology Process of Ethyl 4,6-dichloronicotinate

There total 7 articles about Ethyl 4,6-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: 95.0%

4,6-dihydroxynicotinic acid ethyl ester (6975-44-6) → ethyl 4,6-dichloronicotinate (40296-46-6)

Guidance literature:

With trichlorophosphate; for 2h; Reflux;

DOI:10.1002/ejoc.201301631

Reference yield: 79.0%

4,6-dichloro-nicotinic acid (73027-79-9) + ethanol (64-17-5) → ethyl 4,6-dichloronicotinate (40296-46-6)

Guidance literature:

4,6-dichloro-nicotinic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; at 0 - 25 ℃; for 2h;

ethanol; In dichloromethane; at 25 ℃; for 2h;

Reference yield: 77.0%

diethyl 1,3-acetonedicarboxylate (105-50-0) → ethyl 4,6-dichloronicotinate (40296-46-6)

Guidance literature:

diethyl 1,3-acetonedicarboxylate; With acetic anhydride; orthoformic acid triethyl ester; at 120 ℃; for 3h;

With ammonia; In water; at 0 ℃;

With trichlorophosphate; at 110 ℃; for 2h;

DOI:10.1016/j.tetlet.2018.08.013

upstream raw materials:

4,6-dihydroxynicotinic acid ethyl ester

4-Hydroxy-6-oxo-1,6-dihydro-pyridine-3-carboxylic acid ethyl ester

diethyl 1,3-acetonedicarboxylate

4,6-dichloro-nicotinic acid

Downstream raw materials:

4,6-dichloro-nicotinic acid

6-chloro-4-hydrazino-nicotinic acid ethyl ester

ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

3-ethoxycarbonyl-4-(3-chloro-4-methoxybenzylamino)-6-chloropyridine

Refernces

• 1、 Montoir, David,Barillé-Nion, Sophie,Tonnerre, Alain,Juin, Philippe,Duflos, Muriel,Bazin, Marc-Antoine. "Novel 1,6-naphthyridin-2(1H)-ones as potential anticancer agents targeting Hsp90". . p. 17 - 33. Retrieved 2016.
• 2、 Jeanguenat, André,Durieux, Patricia,Edmunds, Andrew J.F.,Hall, Roger G.,Hughes, Dave,Loiseleur, Olivier,Pabba, Jagadish,Stoller, André,Trah, Stephan,Wenger, Jean,Dutton, Anna,Crossthwaite, Andrew. "Bicyclic heterocyclic anthranilic diamides as ryanodine receptor modulators with insecticidal activity". . p. 403 - 427. Retrieved 2016/01/25.