1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester

Base Information

• Chemical Name: 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester
• CAS No.: 3543-73-5
• Molecular Formula: C14H19N3O2
• Molecular Weight: 261.324
• Hs Code.: 2933990090
• Mol file: 3543-73-5.mol

Synonyms:2-Benzimidazolebutyricacid, 5-amino-1-methyl-, ethyl ester (7CI,8CI);

Chemical Property of 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester

Chemical Property:

• Appearance/Colour: Brown solid
• Melting Point: 130-135 °C
• Refractive Index: 1.59
• Boiling Point: 471.6 °C at 760 mmHg
• PKA: 6.73±0.10(Predicted)
• Flash Point: 239 °C
• PSA: 70.14000
• Density: 1.21 g/cm³
• LogP: 2.62250
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

1-Methyl-5-amino-1H-benzimidazole-2-butanoicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Methyl-5-amino-1H-benzimidazole-2-butanoic Acid Ethyl Ester is a Bendamustine impurity. Bendamustine

Technology Process of 1-Methyl-5-amino-1H-benzimidazole-2-butanoic acid ethyl ester

There total 6 articles about 1-Methyl-5-amino-1H-benzimidazole-2-butanoic 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: 98.3%

4‐(1‐methyl‐5‐nitro‐1H‐benzoimidazol‐2‐yl)butyric acid ethyl ester (3543-72-4) → ethyl 4‐(5‐amino‐1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)butanoate (3543-73-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; ethyl acetate; at 20 ℃; for 16h;

DOI:10.1002/jlcr.3637

Reference yield:

6-fluoro-3-nitroaniline (369-36-8) → ethyl 4‐(5‐amino‐1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)butanoate (3543-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / toluene / 4 h / 85 °C

1.2: 3 h / 75 °C

2.1: sulfuric acid / 10 h / Reflux

3.1: 5% Pd/C-iron; hydrogen / ethanol / 3000.3 Torr

With hydrogenchloride; sulfuric acid; 5% Pd/C-iron; hydrogen; In ethanol; toluene;

Reference yield:

glutaric anhydride, (108-55-4) → ethyl 4‐(5‐amino‐1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)butanoate (3543-73-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogenchloride / toluene / 4 h / 85 °C

1.2: 3 h / 75 °C

2.1: sulfuric acid / 10 h / Reflux

3.1: 5% Pd/C-iron; hydrogen / ethanol / 3000.3 Torr

With hydrogenchloride; sulfuric acid; 5% Pd/C-iron; hydrogen; In ethanol; toluene;

upstream raw materials:

4‐(1‐methyl‐5‐nitro‐1H‐benzoimidazol‐2‐yl)butyric acid ethyl ester

6-fluoro-3-nitroaniline

glutaric anhydride,

4-(1-methyl-5-nitro-1H-benzimidazol-2-yl)butanoic acid

Downstream raw materials:

ethyl 4-(5-(2,4-dinitrobenzamido)-1-methyl-1H-benzimidazol-2-yl)butanoate

4-{5-[bis-(2-hydroxyl-ethyl)-amino]-1-methyl-1H-benzoimidazol-2yl}-butyric acid ethyl ester

bendamustine hydrochloride

bendamustine

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