5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester
• CAS No.: 294174-62-2
• Molecular Formula: C₂₁H₂₂Cl₂N₄O₃
• Molecular Weight: 449.337

Synonyms:5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester

Chemical Property of 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester

Chemical Property:

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Technology Process of 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester

There total 2 articles about 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester 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:

ethyl 5-nitro-1H-benzo[d]imidazole-2-carboxylate (29039-60-9) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester (294174-62-2)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / methanol; dioxane / 6 h / 3102.89 Torr

2: Et₃N / CH₂Cl₂ / 18 h / 20 °C

With hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; 1: Catalytic hydrogenation / 2: Acylation;

DOI:10.1021/jm9911229

Reference yield:

4-[N,N-bis(2-chloroethyl)amino]benzoyl chloride (15944-88-4) + ethyl 5-amino-1H-benzimidazole-2-carboxylate (294174-58-6) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester (294174-62-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jm9911229

Reference yield:

5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid ethyl ester (294174-62-2) → 5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid (294174-46-2)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 20 ℃; for 3h;

DOI:10.1021/jm9911229

upstream raw materials:

4-[N,N-bis(2-chloroethyl)amino]benzoyl chloride

ethyl 5-amino-1H-benzimidazole-2-carboxylate

ethyl 5-nitro-1H-benzo[d]imidazole-2-carboxylate

Downstream raw materials:

5-{4-[bis-(2-chloro-ethyl)-amino]-benzoylamino}-1H-benzoimidazole-2-carboxylic acid

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