(3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione

Base Information

• Chemical Name: (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione
• CAS No.: 1314314-19-6
• Molecular Formula: C₂₆H₂₃ClN₄O₃
• Molecular Weight: 474.947
• Mol file: 1314314-19-6.mol

Synonyms:(3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione

Chemical Property of (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione

There total 3 articles about (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione 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: 7.0%

1-acetyl-3-{(Z)-1-[5-(tert-butyl)-1H-4-imidazolyl]methylidene}-2,5-piperazinedione (714273-84-4) + 3-(2-chlorobenzoyl)benzaldehyde (1268151-82-1) → (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione (1314314-19-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 70 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2012.05.059

Reference yield:

C14H11ClO2 → (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione (1314314-19-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dipyridinium dichromate / dichloromethane / 2 h / 20 °C / Molecular sieve

2: caesium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere

With dipyridinium dichromate; caesium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.05.059

Reference yield:

ortho-chlorobenzoic acid (118-91-2) → (3Z,6Z)-3-((5-tert-butyl-1H-imidazol-4-yl)methylene)-6-(3-(2-chlorobenzoyl)benzylidene)piperazine-2,5-dione (1314314-19-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C

2: n-butyllithium / tetrahydrofuran; hexane / Inert atmosphere

3: diisobutylaluminium hydride / tetrahydrofuran; toluene / 2 h / 0 °C / Inert atmosphere

4: dipyridinium dichromate / dichloromethane / 2 h / 20 °C / Molecular sieve

5: caesium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere

With dipyridinium dichromate; n-butyllithium; diisobutylaluminium hydride; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1016/j.bmc.2012.05.059

upstream raw materials:

1-acetyl-3-{(Z)-1-[5-(tert-butyl)-1H-4-imidazolyl]methylidene}-2,5-piperazinedione

3-(2-chlorobenzoyl)benzaldehyde

ortho-chlorobenzoic acid