ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

Base Information

• Chemical Name: ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate
• CAS No.: 120876-32-6
• Molecular Formula: C₁₀H₆Cl₂FN₃O₃
• Molecular Weight: 306.08
• Mol file: 120876-32-6.mol

Synonyms:ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

Chemical Property of ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

There total 1 articles about ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-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:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (120876-32-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / SOCl₂ / 1 h / Heating

2: 1.) Mg, CCl₄, EtOH / 1.) Et₂O, reflux, 30 min, 2.) 10 min

3: p-toluenesulfonic acid / H₂O / 2 h / Heating

4: 88 percent / p-toluenesulfonyl azide, Et₃N / acetonitrile / 1 h / Ambient temperature

With tetrachloromethane; thionyl chloride; 4-toluenesulfonyl azide; ethanol; toluene-4-sulfonic acid; magnesium; triethylamine; In water; acetonitrile;

DOI:10.1248/cpb.38.3211

Reference yield: 80.0%

ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (120876-32-6) + tricyclohexylphosphine (2622-14-2) → <<1-ethoxycarbonyl-1-(2,6-dichloro-5-fluoronicotinoyl)methylene>hydrazono>tricyclohexylphosphorane (133413-99-7) + ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate (120876-33-7)

Guidance literature:

In di-isopropyl ether; for 18h; Ambient temperature; other phosphanes, other diazoesters;

DOI:10.1248/cpb.38.3211

Reference yield: 35.0%

ethyl 2-diazo-3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (120876-32-6) → ethyl 7-chloro-6-fluoro-4(1H)-oxopyrido<2,3-c>pyridazine-3-carboxylate (120876-34-8) + ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate (120876-33-7)

Guidance literature:

With tributylphosphine; In di-isopropyl ether; for 18h; Ambient temperature;

DOI:10.1248/cpb.38.3211

upstream raw materials:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid

Downstream raw materials:

ethyl 7-chloro-6-fluoro-4(1H)-oxopyrido<2,3-c>pyridazine-3-carboxylate

ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate

<<1-ethoxycarbonyl-1-(2,6-dichloro-5-fluoronicotinoyl)methylene>hydrazono>tricyclohexylphosphorane

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate