5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester

Base Information

• Chemical Name: 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester
• CAS No.: 198135-19-2
• Molecular Formula: C₁₅H₁₆N₂O₄
• Molecular Weight: 288.303
• Mol file: 198135-19-2.mol

Synonyms:5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester

Chemical Property of 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester

There total 5 articles about 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester 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: 84.0%

ethyl (2E)-3-oxo-2-(2-phenylhydrazinylidene)butanoate (60083-22-9) + tert-butyl (3-methoxy-1-methyl-3-oxoprop-1-enyl)diazenecarboxylate → 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester (198135-19-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.3h;

DOI:10.1016/S0040-4039(99)00562-6

Reference yield: 45.0%

ethyl (2E)-3-oxo-2-(2-phenylhydrazinylidene)butanoate (60083-22-9) + C6H9N3O3 (146000-76-2) → 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester (198135-19-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 11.5h;

DOI:10.1016/S0040-4039(99)00562-6

Reference yield:

phenylhydrazine (100-63-0) → 5-methyl-1-phenylpyrazole-3,4-dicarboxylic acid-3-ethyl-4-methyl ester (198135-19-2)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

With thionyl chloride;

DOI:10.1002/ejoc.200500381

upstream raw materials:

ethyl (2E)-3-oxo-2-(2-phenylhydrazinylidene)butanoate

C₆H₉N₃O₃

ethanol

4-(methoxycarbonyl)-5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid

Downstream raw materials:

methyl 3-cyclopropylcarboxamido-5-methyl-1-phenyl-4-pyrazolecarboxylate

methyl 3-tert-butylcarboxamido-5-methyl-1-phenyl-4-pyrazolecarboxylate

3-chlorocarbonyl-5-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid methyl ester

4-(methoxycarbonyl)-5-methyl-1-phenyl-1H-pyrazole-3-carboxylic acid