4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid

Base Information

• Chemical Name: 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid
• CAS No.: 1365543-40-3
• Molecular Formula: C₁₇H₁₅N₃O₄
• Molecular Weight: 325.324

Synonyms:4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid

Chemical Property of 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid

Chemical Property:

Purity/Quality:

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Technology Process of 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid

There total 4 articles about 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic 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:

4-Carboxybenzaldehyde (619-66-9) + N-methoxy N-methyl 3,4-diaminobenzoic acid amide (660432-02-0) → 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid (1365543-40-3)

Guidance literature:

With sodium metabisulfite; In ethanol; water; for 6h; Reflux;

DOI:10.1016/j.bmcl.2012.01.042

Reference yield:

3,4-dinitrobenzoic acid (528-45-0) → 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid (1365543-40-3)

Guidance literature:

Multi-step reaction with 4 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice

3: 5%-palladium/activated carbon; hydrogen / methanol / 40 h / 20 °C

4: sodium metabisulfite / ethanol; water / 6 h / Reflux

With oxalyl dichloride; sodium metabisulfite; 5%-palladium/activated carbon; hydrogen; triethylamine; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2012.01.042

Reference yield:

3,4-dinitrobenzoyl chloride (24376-18-9) → 4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid (1365543-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice

2: 5%-palladium/activated carbon; hydrogen / methanol / 40 h / 20 °C

3: sodium metabisulfite / ethanol; water / 6 h / Reflux

With sodium metabisulfite; 5%-palladium/activated carbon; hydrogen; triethylamine; In methanol; ethanol; dichloromethane; water;

DOI:10.1016/j.bmcl.2012.01.042

upstream raw materials:

3,4-dinitrobenzoic acid

3,4-dinitrobenzoyl chloride

4-Carboxybenzaldehyde

N-methoxy N-methyl 3,4-diaminobenzoic acid amide

Downstream raw materials:

4-[{4-(5-formylbenzimidazol-2-yl)benzoyl}amino]-2,2,6,6-tetramethylpiperidin-1-oxyl

4-(4-{5-[5-(4-methylpiperazin-1-yl)benzimidazol-2-yl]benzimidazol-2-yl}benzoylamino)-2,2,6,6-tetramethylpiperidin-1-oxyl

4-[(4-{5-[5-({[(2,2,6,6-tetramethylpiperidin-1-oxyl)-4-yl]amino}carbonyl)benzimidazol-2-yl]benzimidazol-2-yl}benzoyl)amino]-2,2,6,6-tetramethylpiperidin-1-oxyl

4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl

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