3-benzoyl-5H-pyrrolo[1,2-a]quinoxaline-1,2,4-trione

Base Information

• Chemical Name: 3-benzoyl-5H-pyrrolo[1,2-a]quinoxaline-1,2,4-trione
• CAS No.: 313242-84-1
• Molecular Formula: C18H10N2O4
• Molecular Weight: 318.288
• DSSTox Substance ID: DTXSID80457396
• Wikidata: Q82280234
• Mol file: 313242-84-1.mol

Synonyms:CTK1B9854;313242-84-1;DTXSID80457396;LS-139718;3-benzoyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione

Chemical Property of 3-benzoyl-5H-pyrrolo[1,2-a]quinoxaline-1,2,4-trione

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 318.06405680
• Heavy Atom Count: 24
• Complexity: 660

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=C3C(=O)NC4=CC=CC=C4N3C(=O)C2=O

Technology Process of 3-benzoyl-5H-pyrrolo[1,2-a]quinoxaline-1,2,4-trione

There total 4 articles about 3-benzoyl-5H-pyrrolo[1,2-a]quinoxaline-1,2,4-trione 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: 92.0%

oxalyl dichloride (79-37-8) + (Z)-3-phenacylidene-1,2,3,4-tetrahydroquinoxalin-2-one (32781-10-5,39260-15-6) → 3-benzoyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione (313242-84-1)

Guidance literature:

In 1,2-dichloro-ethane; for 2.5h; Heating;

DOI:10.1023/A:1010475811489

Reference yield:

1,2-diamino-benzene (95-54-5) → 3-benzoyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione (313242-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane / 0.5 h / Reflux

2: chloroform / 1.83 h / 40 °C / Reflux

In 1,4-dioxane; chloroform;

DOI:10.1134/S1070428011020151

Reference yield:

methyl 4-phenyl-2,4-dioxobutanoate (20577-73-5) → 3-benzoyl-1,2,4,5-tetrahydropyrrolo[1,2-a]quinoxaline-1,2,4-trione (313242-84-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-dioxane / 0.5 h / Reflux

2: chloroform / 1.83 h / 40 °C / Reflux

In 1,4-dioxane; chloroform;

DOI:10.1134/S1070428011020151

upstream raw materials:

oxalyl dichloride

(Z)-3-phenacylidene-1,2,3,4-tetrahydroquinoxalin-2-one

3-(2-oxo-2-phenylethylidene)-3,4-dihydroquinoxalin-2(1H)-one

1,2-diamino-benzene

Downstream raw materials:

N-[2,4-dihydroxy-5-oxo-3-(3-oxo-3,4-dihydroquinoxalin-2-yl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]benzamide

3-benzoylfuro[3,2-b]quinoxalin-2(4H)-one

N-[2,4-dihydroxy-5-oxo-3-(3-oxo-3,4-dihydroquinoxalin-2-yl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]-2-hydroxybenzamide

N-[2,4-dihydroxy-5-oxo-3-(3-oxo-3,4-dihydroquinoxalin-2-yl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]-3-nitrobenzamide