4-(1H-benzimidazol-1-ylmethyl)benzoic acid

Base Information

• Chemical Name: 4-(1H-benzimidazol-1-ylmethyl)benzoic acid
• CAS No.: 139742-50-0
• Molecular Formula: C15H12N2O2
• Molecular Weight: 252.272
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10370726
• Nikkaji Number: J1.861.187B
• Wikidata: Q82157870
• ChEMBL ID: CHEMBL439834
• Mol file: 139742-50-0.mol

Synonyms:4-(1H-benzimidazol-1-ylmethyl)benzoic acid;139742-50-0;4-((1H-Benzo[d]imidazol-1-yl)methyl)benzoic acid;4-(benzimidazol-1-ylmethyl)benzoic acid;4-(1H-1,3-benzodiazol-1-ylmethyl)benzoic acid;4-[(1H-1,3-benzodiazol-1-yl)methyl]benzoic acid;4-[(1h-benzimidazol-1-yl)methyl]benzoic acid;Maybridge1_005258;Oprea1_050403;4-(1H-BENZIMIDAZOL-1-YLMETHYL)BENZOICACID;CHEMBL439834;SCHEMBL1750364;HMS556G22;DTXSID10370726;KLIANJXCGMBICV-UHFFFAOYSA-N;MFCD02180372;AKOS000118042;CCG-248420;PS-6014;4-(1H-Benzimidazole-1-ylmethyl)benzoic acid;CS-0270444;FT-0616471;EN300-26278;4-[(1H-benzoimidazol-1-yl)methyl]benzoic acid;W-205539;Z54581482;4-(1H-benzimidazol-1-ylmethyl)benzoic acid, AldrichCPR

Chemical Property of 4-(1H-benzimidazol-1-ylmethyl)benzoic acid

Chemical Property:

• Vapor Pressure: 5.1E-11mmHg at 25°C
• Melting Point: 263-265°C
• Refractive Index: 1.653
• Boiling Point: 505°Cat760mmHg
• Flash Point: 259.2°C
• PSA: 55.12000
• Density: 1.27g/cm³
• LogP: 2.78280
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 252.089877630
• Heavy Atom Count: 19
• Complexity: 326

Purity/Quality:

97% ^*data from raw suppliers

4-(1H-Benzimidazol-1-ylmethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:
• Safety Statements: S26-36/37/39:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)N=CN2CC3=CC=C(C=C3)C(=O)O

Technology Process of 4-(1H-benzimidazol-1-ylmethyl)benzoic acid

There total 5 articles about 4-(1H-benzimidazol-1-ylmethyl)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: 80.0%

4-benzoimidazol-1-ylmethyl-benzoic acid methyl ester (870766-44-2) → 4-((1H-benzo[d]imidazol-1-yl)methyl)benzoic acid (139742-50-0)

Guidance literature:

With sodium hydroxide; for 24h; Reflux;

DOI:10.1016/j.poly.2012.06.055

Reference yield:

benzoimidazole (51-17-2,79351-71-6) + 4-bromomethylbenzoic Acid (6232-88-8) → 4-((1H-benzo[d]imidazol-1-yl)methyl)benzoic acid (139742-50-0)

Guidance literature:

With potassium carbonate; In acetonitrile;

DOI:10.1016/S0960-894X(02)01035-1

Reference yield:

benzoimidazole (51-17-2,79351-71-6) → 4-((1H-benzo[d]imidazol-1-yl)methyl)benzoic acid (139742-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / dimethyl sulfoxide / 72 h / 80 °C

2: lithium hydroxide / 18 h / 20 °C

With potassium carbonate; lithium hydroxide; In dimethyl sulfoxide;

DOI:10.1016/j.bmcl.2011.07.061

upstream raw materials:

benzoimidazole

4-bromomethylbenzoic Acid

4-benzoimidazol-1-ylmethyl-benzoic acid methyl ester

Methyl 4-(bromomethyl)benzoate

Downstream raw materials:

4-(1H-benzimidazol-1-ylmethyl)-N-[(3R)-1-isopropylpyrrolidin-3-yl]-N-methylbenzamide

4-(1H-benzimidazol-1-ylmethyl)-N-[(3R)-1-cyclobutylpyrrolidin-3-yl]-N-methylbenzamide

4-(1H-benzimidazol-1-ylmethyl)-N-[(3R)-1-cyclopentylpyrrolidin-3-yl]-N-methylbenzamide

3-[(4-benzoimidazol-1-ylmethyl-benzoyl)-methyl-amino]-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester