8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Base Information

• Chemical Name: 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid
• CAS No.: 1318262-32-6
• Molecular Formula: C₁₈H₁₁Cl₂N₃O₂
• Molecular Weight: 372.21

Synonyms:8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Chemical Property of 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Chemical Property:

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Technology Process of 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

There total 2 articles about 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid 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%

ethyl 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a]-[1,4]benzodiazepine-3-carboxylate (1318262-10-0) → 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid (1318262-32-6)

Guidance literature:

ethyl 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a]-[1,4]benzodiazepine-3-carboxylate; With sodium hydroxide; In ethanol; for 0.5h; Reflux;

With hydrogenchloride; In ethanol; water;

DOI:10.1021/jm2001597

Reference yield:

7-chloro-5-(4-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one (5571-60-8) → 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid (1318262-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

1.2: 0.5 h / Inert atmosphere

1.3: 0 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol / 0.5 h / Reflux

With potassium tert-butylate; sodium hydroxide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm2001597

Reference yield: 83.0%

8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid (1318262-32-6) → 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide (1318262-17-7)

Guidance literature:

8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid; With triethylamine; isobutyl chloroformate; In chloroform; at 15 ℃; for 1h;

With ammonia; In chloroform; at 15 ℃; for 0.5h;

DOI:10.1021/jm2001597

upstream raw materials:

ethyl 8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a]-[1,4]benzodiazepine-3-carboxylate

7-chloro-5-(4-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one

Downstream raw materials:

8-chloro-6-(4-chlorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxamide

8-chloro-6-(4-chlorophenyl)-3-(1H-tetrazol-5-yl)-4H-imidazo[1,5-a][1,4]benzodiazepine

8-chloro-6-(4-chloropenyl)-N,N-dimethyl-4H-imidazo-[1,5-a][1,4]benzodiazepine-3-carboxamide

8-chloro-6-(4-chlorophenyl)-N-methyl-4H-imidazo[1,5-a]-[1,4]benzodiazepine-3-carboxamide

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