ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate

Base Information

• Chemical Name: ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate
• CAS No.: 1268701-72-9
• Molecular Formula: C₂₄H₂₆Cl₂N₄O₄
• Molecular Weight: 505.401
• Mol file: 1268701-72-9.mol

Synonyms:ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate

Chemical Property of ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate

There total 4 articles about ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate 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: 8.0%

ethyl 2-p-chlorophenylhydrazono-3-hydroxybutyrate (1268701-38-7) + acetic anhydride (108-24-7) → ethyl 1–(4-chlorophenyl)-1H-pyrazole-3-carboxylate (19532-35-5) + ethyl 4-acetyl-1-(p-chlorophenyl)pyrazole-3-carboxylate (1159692-35-9) + ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate (1268701-72-9)

Guidance literature:

for 5h; Reflux;

DOI:10.1016/j.tet.2010.11.074

Reference yield:

ethyl 2-p-chlorophenylhydrazono-3-hydroxybutyrate (1268701-38-7) → ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate (1268701-72-9) + 1,2-bis(5-chloro-2-ethoxycarbonylindol-3-yl)ethene (1268701-69-4) + ethyl 2-(2-(4-chlorophenyl)hydrazono)acetate (90794-61-9)

Guidance literature:

at 200 ℃; for 0.5h; Sealed tube;

DOI:10.1016/j.tet.2010.11.074

Reference yield:

ethyl 2-(4-chlorophenylhydrazono)-3-oxobutyrate (18794-97-3,73981-88-1) → ethyl 6-[ethoxycarbonyl-(p-chlorophenylhydrazono)-methyl]-4-methyl-1-(p-chlorophenyl)-1,4,5,6-tetrahydropyridazine-3-carboxylate (1268701-72-9) + ethyl 2-(2-(4-chlorophenyl)hydrazono)acetate (90794-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; sodium hydroxide / ethanol; water / 20 °C

2: 0.5 h / 200 °C / Sealed tube

With sodium tetrahydroborate; sodium hydroxide; In ethanol; water;

DOI:10.1016/j.tet.2010.11.074

upstream raw materials:

ethyl 2-p-chlorophenylhydrazono-3-hydroxybutyrate

acetic anhydride

ethyl 2-(4-chlorophenylhydrazono)-3-oxobutyrate