2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole

Base Information

• Chemical Name: 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole
• CAS No.: 1521046-41-2
• Molecular Formula: C₂₄H₁₉BrN₂O₂
• Molecular Weight: 447.331

Synonyms:2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole

Chemical Property of 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole

Chemical Property:

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Technology Process of 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole

There total 6 articles about 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole 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: 94.0%

2-(4-bromophenyl)-6,9-dimethoxy-1H-phenanthro[9,10-d]imidazole + methyl iodide (74-88-4) → 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole (1521046-41-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/ja410865z

Reference yield:

9,10-phenanthrenequinone (84-11-7) → 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole (1521046-41-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dibenzoyl peroxide; bromine / nitrobenzene / 1.5 h / 120 °C

2.1: tetrabutylammomium bromide; sodium dithionite / tetrahydrofuran; water / 0.08 h

2.2: 0.25 h / Cooling with ice

3.1: copper(I) bromide / toluene; ethyl acetate / 24 h / Inert atmosphere; Reflux

4.1: ammonium cerium (IV) nitrate / acetonitrile / 0.05 h

5.1: ammonium acetate; sodium dihydrogenphosphate / ethanol / 6 h / 150 °C / Sealed tube

6.1: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With sodium dihydrogenphosphate; sodium dithionite; ammonium cerium (IV) nitrate; ammonium acetate; tetrabutylammomium bromide; bromine; sodium hydride; copper(I) bromide; dibenzoyl peroxide; In tetrahydrofuran; ethanol; water; ethyl acetate; nitrobenzene; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/ja410865z

Reference yield:

3,6-dibromo-9,10-bis-methoxyphenanthrene (888728-75-4) → 2-(4-bromophenyl)-6,9-dimethoxy-1-methylphenanthro[9,10-d]imidazole (1521046-41-2)

Guidance literature:

Multi-step reaction with 4 steps

1: copper(I) bromide / toluene; ethyl acetate / 24 h / Inert atmosphere; Reflux

2: ammonium cerium (IV) nitrate / acetonitrile / 0.05 h

3: ammonium acetate; sodium dihydrogenphosphate / ethanol / 6 h / 150 °C / Sealed tube

4: sodium hydride / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With sodium dihydrogenphosphate; ammonium cerium (IV) nitrate; ammonium acetate; sodium hydride; copper(I) bromide; In ethanol; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

DOI:10.1021/ja410865z

upstream raw materials:

9,10-phenanthrenequinone

3,6-dibromo-phenanthrene-9,10-dione

3,6-dibromo-9,10-bis-methoxyphenanthrene

3,6,9,10-tetramethoxyphenanthrene

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