3543-72-4

Basic information

• Product Name: ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate
• Synonyms: ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate;1-Methyl-5-nitro-1H-benzimidazole-2-butanoic acid ethyl ester;1-Methyl-5-nitro-1H-benzimidazole-2-butanoic Acid Ethyl Ester-d3;(5-Nitro-1-Methyl-1H-benzo[d]iMidazol-2-yl)butanoic acid ethyl ester;BendaMustine Nitro Ethyl Ester IMpurity;ethyl 4-(1-Methyl-5-nitro-1H-1,3-benzodiazol-2-yl)butanoate;Ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl);ethyl 4-(1-methyl-5-nitrobenzimidazol-2-yl)butanoate
• CAS NO: 3543-72-4
• Molecular Formula: C₁₄H₁₇N₃O₄
• Molecular Weight: 291.305
• EINECS: 1312995-182-4
• Product Categories: Aromatics;Heterocycles;Intermediates;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals
• Mol File: 3543-72-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 100-104°C
• Boiling Point: 481 °C at 760 mmHg
• Flash Point: 244.7 °C
• Appearance: /
• Density: 1.3 g/cm³
• Refractive Index: 1.599
• Storage Temp.: 2-8°C
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: 3.78±0.10(Predicted)
• CAS DataBase Reference: ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate(3543-72-4)
• EPA Substance Registry System: ethyl 4-(1-methyl-5-nitro-1H-benzo[d]imidazol-2-yl)butanoate(3543-72-4)

Safety Data

• Hazardous Substances Data: 3543-72-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

Different sources of media describe the Uses of 3543-72-4 differently. You can refer to the following data:
1. Bendamustine intermediate.
2. Labelled Bendamustine

InChI:InChI=1/C14H17N3O4/c1-3-21-14(18)6-4-5-13-15-11-9-10(17(19)20)7-8-12(11)16(13)2/h7-9H,3-6H2,1-2H3

Upstream product

• 369-36-8 6-fluoro-3-nitroaniline 
• 108-55-4 glutaric anhydride, 
• 64-17-5 ethanol 
• 31349-48-1 4-(1-methyl-5-nitro-1H-benzimidazol-2-yl)butanoic acid 
• 451459-95-3 5-(2-fluoro-5-nitroanilino)-5-oxopentanoic acid 

Downstream Products

• 3543-74-6 4-{5-[bis-(2-hydroxyl-ethyl)-amino]-1-methyl-1H-benzoimidazol-2yl}-butyric acid ethyl ester 
• 3543-73-5 ethyl 4‐(5‐amino‐1‐methyl‐1H‐benzo[d]imidazol‐2‐yl)butanoate 
• 3543-75-7 bendamustine hydrochloride 
• 16506-27-7 bendamustine 

Relevant articles and documents

Process for preparation of Bendamustine

The present invention relates to a method for preparation of alkyl 4-[5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl]butanoate (7) from 2-fluoro-5-nitroaniline, comprising the steps of: a) conversion of 2-fluoro-5-nitroaniline to 5-(2-fluoro-5-nitroanilino)-5-oxopentanoic acid (1) using glutaric anhydride, conversion of compound (1) to methylammonium 5-[2-(methylamino)-5-nitroanilino]-5-oxopentanoate (2) using methylamine; conversion of compound (2) to 5-[2-(methylamino)-5-nitroanilino]-5-oxopentanoic acid (3) and condensation of compound (3) to 4-(1-methyl-5-nitro-1H-benzimidazol-2-yl)butanoic acid (4), b) esterification of the product (4) of step a) to alkyl 4-(1-methyl-5-nitro1H-benzimidazol-2-yl)butanoate (5), c) reduction of the product of step b) to alkyl 4-(5-amino-1-methyl-1H-benzimidazol-2-yl)butanoate (6), and d) conversion of the product of step c) to alkyl 4-[5-[bis(2-hydroxyethyl)amino]-1-methyl-1H-benzimidazol-2-yl]butanoate (7).