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

Base Information

• Chemical Name: ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate
• CAS No.: 120876-33-7
• Molecular Formula: C₁₀H₈Cl₂FN₃O₃
• Molecular Weight: 308.096
• Mol file: 120876-33-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate 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: 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

Reference yield:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → ethyl 2-hydrazono-2-(2,6-dichloro-5-fluoronicotinoyl)acetate (120876-33-7)

Guidance literature:

Multi-step reaction with 5 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

5: 35 percent / tri-n-butylphosphine / diisopropyl ether / 18 h / Ambient temperature

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

DOI:10.1248/cpb.38.3211

upstream raw materials:

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

tricyclohexylphosphine

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

Downstream raw materials:

ethyl 2-hydrazono-2-<2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl>acetate

ethyl 4-chloro-6-fluoro-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

ethyl 6-fluoro-4(1H)-oxo-7-(p-tolylthio)pyrido<2,3-c>pyridazine-3-carboxylate

ethyl <2-chloro-5-fluoro-6-(p-tolylthio)nicotinoyl>acetate