Methyl 1H-benzimidazole-1-carboxylate

Base Information

• Chemical Name: Methyl 1H-benzimidazole-1-carboxylate
• CAS No.: 69380-73-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 0
• DSSTox Substance ID: DTXSID80537384
• Wikidata: Q82412363
• Mol file: 69380-73-0.mol

Synonyms:69380-73-0;Methyl 1H-benzimidazole-1-carboxylate;1-methoxycarbonylbenzimidazole;1H-Benzimidazole-1-carboxylicacid,methylester(9CI);SCHEMBL9791225;DTXSID80537384;OJHVSVKKRBFAEY-UHFFFAOYSA-N

Chemical Property of Methyl 1H-benzimidazole-1-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 1.65080
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

99% ^*data from raw suppliers

1H-BENZIMIDAZOLE-1-CARBOXYLIC ACID, METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)N1C=NC2=CC=CC=C21

Technology Process of Methyl 1H-benzimidazole-1-carboxylate

There total 2 articles about Methyl 1H-benzimidazole-1-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:

benzoimidazole (51-17-2,79351-71-6) + methyl chloroformate (79-22-1) → benzoimidazole-1-carboxylic acid methyl ester (69380-73-0)

Guidance literature:

With triethylamine; at 0 ℃; for 0.25h;

DOI:10.3998/ark.5550190.p008.153

Reference yield:

→ benzoimidazole-1-carboxylic acid methyl ester (69380-73-0)

Guidance literature:

Carbamat (5b) durch Δ;

Reference yield:

benzoimidazole-1-carboxylic acid methyl ester (69380-73-0) → dimethyl 2-(4,4-dimethyl-6-oxo-2-(phenylamino)cyclohex-1-en-1-yl)-1H-benzo[d]imidazole-1,3(2H)-dicarboxylate (1467055-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 °C

2: triethylamine / 1,2-dichloro-ethane / 1.75 h / 0 - 20 °C

With triethylamine; In 1,2-dichloro-ethane;

DOI:10.3998/ark.5550190.p008.153

upstream raw materials:

benzoimidazole

methyl chloroformate

Downstream raw materials:

methyl 7-<3,6-dihydro-1(2H)-pyridyl>-2-oxo-2H-<1,2,4>-oxadiazolo<2,3-c>pyrimidine-5-carbamate

dimethyl 2-(4,4-dimethyl-6-oxo-2-(phenylamino)cyclohex-1-en-1-yl)-1H-benzo[d]imidazole-1,3(2H)-dicarboxylate

dimethyl 2-(4,4-dimethyl-6-oxo-2-(propylamino)cyclohex-1-en-1-yl)-1H-benzo[d]imidazole-1,3(2H)-dicarboxylate

dimethyl 2-(2-(ethylamino)-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-1H-benzo[d]imidazole-1,3(2H)-dicarboxylate

Refernces