Methyl 3-(1H-benzo[d]iMidazol-1-yl)benzoate

Base Information

• Chemical Name: Methyl 3-(1H-benzo[d]iMidazol-1-yl)benzoate
• CAS No.: 1381947-81-4
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.272
• Mol file: 1381947-81-4.mol

Synonyms:methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate

Chemical Property of Methyl 3-(1H-benzo[d]iMidazol-1-yl)benzoate

Chemical Property:

• Boiling Point: 442.7±47.0 °C(Predicted)
• PKA: 4.05±0.10(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)

Purity/Quality:

95+% ^*data from raw suppliers

Methyl3-(1H-benzo[d]imidazol-1-yl)benzoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl 3-(1H-benzo[d]iMidazol-1-yl)benzoate

There total 5 articles about Methyl 3-(1H-benzo[d]iMidazol-1-yl)benzoate 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: 93.0%

benzoimidazole (51-17-2,79351-71-6) + [3-(methoxycarbonyl)phenyl]boronic acid (99769-19-4) → methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate (1381947-81-4)

Guidance literature:

With (1,3-bis(2,6-diisopropyl-4-((E)-3-methoxy-3-oxoprop-1-en-1-yl)phenyl)-2,3-dihydro-1H-imidazole-2-yl)copper(I) chloride; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2020.131861

Reference yield: 86.0%

methyl 3-(2-aminophenylamino)-benzoate (1189178-14-0) + orthoformic acid triethyl ester (122-51-0) → methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate (1381947-81-4)

Guidance literature:

With toluene-4-sulfonic acid; at 100 ℃; for 12h;

DOI:10.1055/s-0033-1338848

Reference yield:

Methyl 3-aminobenzoate (4518-10-9) → methyl 3-(1H-benzo[d]imidazol-1-yl)-benzoate (1381947-81-4)

Guidance literature:

Multi-step reaction with 3 steps

1: caesium carbonate; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether / toluene / 16 h / 75 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 60 °C / 760.05 Torr / Reflux

3: toluene-4-sulfonic acid / 12 h / 100 °C

With palladium 10% on activated carbon; hydrogen; palladium diacetate; caesium carbonate; toluene-4-sulfonic acid; bis[2-(diphenylphosphino)phenyl] ether; In methanol; toluene;

DOI:10.1055/s-0033-1338848

upstream raw materials:

methyl 3-(2-aminophenylamino)-benzoate

orthoformic acid triethyl ester

Methyl 3-aminobenzoate

2-nitrophenyl bromide

Downstream raw materials:

(R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-phenyl-4,5-dihydrooxazole

(R)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-benzyl-4,5-dihydrooxazole

C₁₉H₁₉N₃O

(S)-2-(3-(1H-benzo[d]imidazol-1-yl)phenyl)-4-tert-butyl-4,5-dihydrooxazole

Refernces

• 1、 Gu, Peng,Xu, Qin,Shi, Min. "Synthesis of novel N-heterocyclic carbene-oxazoline palladium complexes and their applications in suzuki-miyaura cross-coupling reaction". supporting information. p. 1255 - 1259. Retrieved 2013/07/11.