quinoxalin-5-yl(p-tolyl)methanone

Base Information

• Chemical Name: quinoxalin-5-yl(p-tolyl)methanone
• CAS No.: 1442660-08-3
• Molecular Formula: C₁₆H₁₂N₂O
• Molecular Weight: 248.284
• Mol file: 1442660-08-3.mol

Synonyms:quinoxalin-5-yl(p-tolyl)methanone

Chemical Property of quinoxalin-5-yl(p-tolyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of quinoxalin-5-yl(p-tolyl)methanone

There total 7 articles about quinoxalin-5-yl(p-tolyl)methanone 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: 81.0%

4-methylphenylboronic acid (5720-05-8) + methyl quinoxaline-5-carboxylate (6924-71-6) → quinoxalin-5-yl(p-tolyl)methanone (1442660-08-3)

Guidance literature:

With Wilkinson's catalyst; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo400949p

Reference yield:

2-(N-hydroxyimino)-N-(2-nitrophenyl)acetamide (17122-60-0) → quinoxalin-5-yl(p-tolyl)methanone (1442660-08-3)

Guidance literature:

Multi-step reaction with 6 steps

1: sulfuric acid / 2.5 h / 90 °C / Inert atmosphere

2: sodium hydroxide; dihydrogen peroxide / water / 0 - 20 °C / Inert atmosphere

3: hydrogenchloride / water / 12 h / Reflux; Inert atmosphere

4: palladium 10% on activated carbon; hydrogen / methanol / 8 h / Inert atmosphere

5: water / 0.75 h / Reflux; Inert atmosphere

6: Wilkinson's catalyst / 5,5-dimethyl-1,3-cyclohexadiene / 15 h / 130 °C / Inert atmosphere

With hydrogenchloride; Wilkinson's catalyst; sulfuric acid; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water;

DOI:10.1021/jo400949p

Reference yield:

2-nitro-aniline (88-74-4) → quinoxalin-5-yl(p-tolyl)methanone (1442660-08-3)

Guidance literature:

Multi-step reaction with 7 steps

1: hydroxylamine hydrochloride; sodium sulfate; hydrogenchloride / water / 65 °C / Inert atmosphere

2: sulfuric acid / 2.5 h / 90 °C / Inert atmosphere

3: sodium hydroxide; dihydrogen peroxide / water / 0 - 20 °C / Inert atmosphere

4: hydrogenchloride / water / 12 h / Reflux; Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 8 h / Inert atmosphere

6: water / 0.75 h / Reflux; Inert atmosphere

7: Wilkinson's catalyst / 5,5-dimethyl-1,3-cyclohexadiene / 15 h / 130 °C / Inert atmosphere

With hydrogenchloride; Wilkinson's catalyst; sulfuric acid; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; dihydrogen peroxide; sodium sulfate; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water;

DOI:10.1021/jo400949p

upstream raw materials:

2-(N-hydroxyimino)-N-(2-nitrophenyl)acetamide

2-nitro-aniline

7-nitroindoline-2,3-dione

3-nitroanthranilic acid