ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE

Base Information

• Chemical Name: ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE
• CAS No.: 174727-36-7
• Molecular Formula: C₁₀H₉Cl₂NO₃
• Molecular Weight: 262.092
• Hs Code.: 2933399090
• Mol file: 174727-36-7.mol

Synonyms:Ethyl2,6-dichloronicotinoylacetate; Ethyl3-(2,6-dichloro-3-pyridinyl)-3-oxopropanoate

Chemical Property of ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE

Chemical Property:

• Boiling Point: 354.2±37.0 °C(Predicted)
• PKA: 9.18±0.50(Predicted)
• PSA: 56.26000
• Density: 1.371±0.06 g/cm3(Predicted)
• LogP: 2.52430

Purity/Quality:

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

Ethyl3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate >98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE

There total 9 articles about ETHYL 3-(2,6-DICHLOROPYRIDIN-3-YL)-3-OXOPROPANOATE 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: 93.5%

2,6-dichloropyridine-3-carboxylic acid (38496-18-3) + ethyl potassium malonate (6148-64-7) → ethyl 3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate (174727-36-7)

Guidance literature:

2,6-dichloropyridine-3-carboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; acetonitrile; at 20 ℃; for 2.5h;

ethyl potassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 20 ℃; for 15h;

DOI:10.1021/jm0304966

Reference yield: 87.0%

hydrogen ethyl malonate (1071-46-1) + 2,6-dichloronicotinoyl chloride (58584-83-1) → ethyl 3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate (174727-36-7)

Guidance literature:

hydrogen ethyl malonate; With n-butyllithium; In tetrahydrofuran; hexane; Inert atmosphere; Cooling;

2,6-dichloronicotinoyl chloride; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; hexane; water;

Reference yield:

ethyl potassium malonate (6148-64-7) + 2,6-dichloronicotinoyl chloride (58584-83-1) → ethyl 3-(2,6-dichloropyridin-3-yl)-3-oxopropanoate (174727-36-7)

Guidance literature:

ethyl potassium malonate; With magnesium chloride; In acetonitrile; at 25 ℃; for 0.0833333h;

2,6-dichloronicotinoyl chloride; In acetonitrile; at 5 ℃; for 0.5h;

With hydrogenchloride; water; triethylamine; more than 3 stages;

upstream raw materials:

2,6-dichloropyridine-3-carboxylic acid

ethyl potassium malonate

hydrogen ethyl malonate

2,6-dichloronicotinoyl chloride

Downstream raw materials:

ethyl 2-[(2,6-dichloropyridin-3-yl)carbonyl]-3-ethoxyacrylate

Refernces

• 1、 -. "7-SUBSTITUTED 1-ARYL-NAPHTHYRIDINE-3-CARBOXYLIC ACID AMIDES AND USE THEREOF". Paragraph 0834-0836. . Retrieved 2019/09/06.
• 2、 -. "STABLE SNS-595 COMPOSITIONS AND METHODS OF PREPARATION". Page/Page column 53; 54. . Retrieved 2011/04/14.