Imidazo[1,2-a]quinoxaline, 4-(4-nitrophenyl)-

Base Information

• Chemical Name: Imidazo[1,2-a]quinoxaline, 4-(4-nitrophenyl)-
• CAS No.: 68008-91-3
• Molecular Formula: C16H10N4O2
• Molecular Weight: 290.281

Synonyms:

Chemical Property of Imidazo[1,2-a]quinoxaline, 4-(4-nitrophenyl)-

Chemical Property:

Purity/Quality:

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Technology Process of Imidazo[1,2-a]quinoxaline, 4-(4-nitrophenyl)-

There total 4 articles about Imidazo[1,2-a]quinoxaline, 4-(4-nitrophenyl)- 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:

4-nitrophenylboronic acid (24067-17-2) + 4-chloroimidazo[1,2-a]quinoxaline (191349-69-6) → 4-(4-nitrophenyl)imidazo[1,2-a]quinoxaline (68008-91-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1002/cmdc.201900075

Reference yield:

2-Chloronitrobenzene (88-73-3) → 4-(4-nitrophenyl)imidazo[1,2-a]quinoxaline (68008-91-3)

Guidance literature:

Multi-step reaction with 5 steps

1: copper(l) iodide; 1,2,3-Benzotriazole; potassium tert-butylate / dimethyl sulfoxide / 24 h / 120 °C / Inert atmosphere

2: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr

3: 1,2-dichloro-benzene / 2 h / Reflux

4: trichlorophosphate / 15.7 h / Molecular sieve; Reflux

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; water; ethanol / 16 h / 100 °C / Inert atmosphere

With 1,2,3-Benzotriazole; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 20% palladium hydroxide-activated charcoal; potassium tert-butylate; hydrogen; sodium carbonate; trichlorophosphate; In methanol; ethanol; water; dimethyl sulfoxide; 1,2-dichloro-benzene; toluene; 5: |Suzuki-Miyaura Coupling;

DOI:10.1002/cmdc.201900075

Reference yield:

1-(2-nitrophenyl)-1H-imidazole (23309-16-2) → 4-(4-nitrophenyl)imidazo[1,2-a]quinoxaline (68008-91-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 20% palladium hydroxide-activated charcoal; hydrogen / methanol / 4 h / 20 °C / 750.08 Torr

2: 1,2-dichloro-benzene / 2 h / Reflux

3: trichlorophosphate / 15.7 h / Molecular sieve; Reflux

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate / toluene; water; ethanol / 16 h / 100 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 20% palladium hydroxide-activated charcoal; hydrogen; sodium carbonate; trichlorophosphate; In methanol; ethanol; water; 1,2-dichloro-benzene; toluene; 4: |Suzuki-Miyaura Coupling;

DOI:10.1002/cmdc.201900075

upstream raw materials:

4-nitrophenylboronic acid

4-chloroimidazo[1,2-a]quinoxaline

2-Chloronitrobenzene

1-(2-nitrophenyl)-1H-imidazole

Downstream raw materials:

4-(imidazo[1,2-a]quinoxalin-4-yl)aniline

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