4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

Base Information

• Chemical Name: 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester
• CAS No.: 288104-75-6
• Molecular Formula: C₁₉H₁₇BrCl₂N₂O₃
• Molecular Weight: 472.166
• Mol file: 288104-75-6.mol

Synonyms:4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

Chemical Property of 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester

There total 3 articles about 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl 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: 72.0%

ethyl 4-(4-bromophenyl)-3-methyl-2,4-dioxobutanoate lithium salt + 2,4-dichlorophenyl hydrazine hydrochloride (5446-18-4) → 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester (288104-75-6)

Guidance literature:

In ethanol; at 23 ℃; for 16h;

DOI:10.1016/j.tetlet.2005.01.165

Reference yield:

4'-Bromopropiophenone (10342-83-3) + 2,4-dichlorophenyl hydrazine hydrochloride (5446-18-4) + oxalic acid diethyl ester (95-92-1) → 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester (288104-75-6)

Guidance literature:

4'-Bromopropiophenone; With lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; at -78 ℃; Inert atmosphere;

oxalic acid diethyl ester; In tetrahydrofuran; diethyl ether; at -78 - 20 ℃; Inert atmosphere;

2,4-dichlorophenyl hydrazine hydrochloride; In ethanol; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jm900471u

Reference yield:

4'-Bromopropiophenone (10342-83-3) → 4-(4-bromo-phenyl)-2-[(2,4-dichloro-phenyl)-hydrazono]-3-methyl-4-oxo-butyric acid ethyl ester (288104-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiN(SiMe₃)2 / diethyl ether / 0.75 h / 23 °C

1.2: 97 percent / diethyl ether / 16 h / 23 °C

2.1: 72 percent / ethanol / 16 h / 23 °C

With lithium hexamethyldisilazane; In diethyl ether; ethanol;

DOI:10.1016/j.tetlet.2005.01.165

upstream raw materials:

2,4-dichlorophenyl hydrazine hydrochloride

4'-Bromopropiophenone

oxalic acid diethyl ester

Downstream raw materials:

5-(4-bromophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

1-(2,4-dichloro-phenyl)-4-methyl-5-{4-[5-(tetrahydro-pyran-2-yloxy)-pentyl]-phenyl}-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide

methanesulfonic acid 5-{4-[2-(2,4-dichloro-phenyl)-4-methyl-5-(piperidin-1-ylcarbamoyl)-2H-pyrazol-3-yl]-phenyl}-pentyl ester

5-[4-(5-azido-pentyl)-phenyl]-1-(2,4-dichloro-phenyl)-4-methyl-1H-pyrazole-3-carboxylic acid piperidin-1-ylamide