Methyl 1-benzylbenzoimidazole-5-carboxylate

Base Information

• Chemical Name: Methyl 1-benzylbenzoimidazole-5-carboxylate
• CAS No.: 185428-95-9
• Molecular Formula: C16H14N2O2
• Molecular Weight: 266.299
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60711428
• Nikkaji Number: J1.297.439F
• Wikidata: Q82647075
• Mol file: 185428-95-9.mol

Synonyms:Methyl 1-benzylbenzoimidazole-5-carboxylate;185428-95-9;Methyl 1-benzyl-1H-benzo[d]imidazole-5-carboxylate;methyl 1-benzylbenzimidazole-5-carboxylate;methyl 1-benzyl-1H-1,3-benzodiazole-5-carboxylate;Methyl 1-benzyl-1H-benzimidazole-5-carboxylate;LCZC3281;SCHEMBL7814456;DTXSID60711428;WUPVMGHYFHRSTG-UHFFFAOYSA-N;AKOS015999449;BS-27529;Methyl 1-benzyl-5-benzimidazolecarboxylate;CS-0210683;A892367

Chemical Property of Methyl 1-benzylbenzoimidazole-5-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 2.87120
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 266.105527694
• Heavy Atom Count: 20
• Complexity: 341

Purity/Quality:

99% ^*data from raw suppliers

Methyl1-benzylbenzoimidazole-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=C(C=C1)N(C=N2)CC3=CC=CC=C3

Technology Process of Methyl 1-benzylbenzoimidazole-5-carboxylate

There total 8 articles about Methyl 1-benzylbenzoimidazole-5-carboxylate 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: 47.0%

3-amino-4-benzylamine-benzoic acid methyl ester (68502-22-7) + orthoformic acid triethyl ester (122-51-0) → 1-benzyl-1H-benzimidazole-5-carboxylic acid methyl ester (185428-95-9)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 120 ℃; for 2h;

Reference yield: 21.0%

benzyl bromide (100-39-0) + methyl 1H-benzo[d]imidazole-5-carboxylate (26663-77-4) → 1-benzyl-1H-benzimidazole-5-carboxylic acid methyl ester (185428-95-9)

Guidance literature:

methyl 1H-benzo[d]imidazole-5-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1.25h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.0c02864

Reference yield:

4-benzylamine-3-nitro-benzoic acid methyl ester (68502-46-5) → 1-benzyl-1H-benzimidazole-5-carboxylic acid methyl ester (185428-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / ethyl acetate; methanol / 1 h

2: toluene-4-sulfonic acid / toluene / 2 h / 120 °C

With palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; In methanol; ethyl acetate; toluene;

upstream raw materials:

methanol

benzylamine

trimethyl orthoformate

benzyl bromide

Downstream raw materials:

(1-benzyl-1H-benzimidazole-5-yl)methanol