5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide

Base Information

• Chemical Name: 5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide
• CAS No.: 89562-34-5
• Molecular Formula: C₂₂H₁₄N₆O₄
• Molecular Weight: 426.391
• Mol file: 89562-34-5.mol

Synonyms:5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide

Chemical Property of 5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide

There total 2 articles about 5,10-dioxo-N¹,N⁶-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide 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: 83.0%

4H,9H-diimidazo<1,5-a; 1',5'-d>pyrazine-5,10-dione-1,6-dicarboxylic dichloride (59157-06-1) + aniline (62-53-3) → 5,10-dioxo-N1,N6-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide (89562-34-5)

Guidance literature:

With triethylamine; In chloroform; for 1h; Ambient temperature;

DOI:10.1007/BF00758293

Reference yield:

4,5-imidazoledicarboxylic acid (570-22-9) → 5,10-dioxo-N1,N6-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide (89562-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride; N,N-dimethyl-formamide / toluene / 16 h / 85 °C

2: N,N-diethylaniline / dichloromethane / -10 - 20 °C

With thionyl chloride; N,N-dimethyl-formamide; N,N-diethylaniline; In dichloromethane; toluene;

DOI:10.1016/j.ejmech.2014.09.062

Reference yield: 81.0%

4-methyl-2-(thiophen-3-yl)aniline + 5,10-dioxo-N1,N6-diphenyl-5,10-dihydrodiimidazo[1,5-a:1',5'-d]pyrazine-1,6-dicarboxamide (89562-34-5) → N4-(4-methyl-2-(thiophen-3-yl)phenyl)-N5-phenyl-1H-imidazole-4,5-dicarboxamide

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; Inert atmosphere; Reflux;

DOI:10.1016/j.ejmech.2014.09.062

upstream raw materials:

4H,9H-diimidazo<1,5-a; 1',5'-d>pyrazine-5,10-dione-1,6-dicarboxylic dichloride

aniline

4,5-imidazoledicarboxylic acid

Downstream raw materials:

5-Hydrazinocarbonyl-1H-imidazole-4-carboxylic acid phenylamide

5-[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene-hydrazinocarbonyl]-1H-imidazole-4-carboxylic acid phenylamide