2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

Base Information

• Chemical Name: 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid
• CAS No.: 1848337-06-3
• Molecular Formula: C₂₄H₂₉N₅O₄
• Molecular Weight: 451.525
• Mol file: 1848337-06-3.mol

Synonyms:

Chemical Property of 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

Chemical Property:

• Melting Point: >112°C (dec.)

Purity/Quality:

HPLC ≥ 98% ^*data from raw suppliers

2-[[[4-[(Z)-Amino[[(hexyloxy)carbonyl]imino]methyl]phenyl]amino]methyl]-1-methyl-1H-benzimidazole-5-carboxylicAcid(>90%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-[[[4-[(Z)-Amino[[(hexyloxy)carbonyl]imino]methyl]phenyl]amino]methyl]-1-methyl-1H-benzimidazole-5-carboxylic Acid is a degradation product of Dabigatran (D100090). which is a drug that is a nonpeptide, direct thrombin inhibitor and an antithrombotic.

Technology Process of 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

There total 4 articles about 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-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: 83.1%

hexyl ((4-aminophenyl)(imino)methyl)carbamate + 2-chloromethyl-1-methyl-1H-benzimidazole-5-carboxylic acid → 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid (1848337-06-3)

Guidance literature:

With sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; water; Reflux;

Reference yield:

n-hexyl chloroformate (6092-54-2) → 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid (1848337-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / acetone / 0 - 10 °C

2: sodium iodide; sodium hydrogencarbonate / water; tetrahydrofuran / Reflux

With sodium hydrogencarbonate; sodium iodide; sodium hydroxide; In tetrahydrofuran; water; acetone;

Reference yield:

3-amino-4-(methylamino)benzoic acid (66315-15-9) → 2-[((4-[([(hexyloxy)carbonyl]amino)methanimidoyl]phenyl)amino)methyl]-1-methyl-1H-benzimidazole-5-carboxylic acid (1848337-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 4.3 h / 20 - 65 °C

2: sodium iodide; sodium hydrogencarbonate / water; tetrahydrofuran / Reflux

With sodium hydrogencarbonate; sodium iodide; In tetrahydrofuran; water; ethyl acetate;

upstream raw materials:

n-hexyl chloroformate

3-amino-4-(methylamino)benzoic acid

p-aminobenzamidine

Refernces