7-methyl-1H-benzo[d]imidazole

Base Information

• Chemical Name: 7-methyl-1H-benzo[d]imidazole
• CAS No.: 4887-83-6
• Molecular Formula: C8H8N2
• Molecular Weight: 132.165
• Hs Code.: 2933990090
• European Community (EC) Number: 843-140-5
• DSSTox Substance ID: DTXSID30364006
• Nikkaji Number: J745.677H
• Wikidata: Q82147783
• ChEMBL ID: CHEMBL446174
• Mol file: 4887-83-6.mol

Synonyms:7-methyl-1H-benzo[d]imidazole;4887-83-6;4-Methylbenzimidazole;4-methyl-1H-benzoimidazole;4-methyl-1H-benzimidazole;4-methyl-1H-benzo[d]imidazole;1H-Benzimidazole, 4-methyl-;4-methyl-1H-1,3-benzodiazole;CHEMBL446174;4-methyl-benz-imidazole;7-methyl-1H-benzimidazole;7-methyl-1H-benzoimidazole;SCHEMBL8667;DTXSID30364006;AMY11990;BDBM50404897;MFCD00272527;MFCD09842603;STK242091;AKOS005421853;AKOS006374694;CCG-321643;DS-6817;AC-30769;AM806475;SY025070;CS-0012653;FT-0741771;A871867

Chemical Property of 7-methyl-1H-benzo[d]imidazole

Chemical Property:

• Boiling Point: 363.229 °C at 760 mmHg
• PKA: 13.15±0.30(Predicted)
• Flash Point: 204.044 °C
• PSA: 28.68000
• Density: 1.187 g/cm³
• LogP: 1.87130
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 132.068748264
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methyl-1H-1,3-benzodiazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)NC=N2

Technology Process of 7-methyl-1H-benzo[d]imidazole

There total 29 articles about 7-methyl-1H-benzo[d]imidazole 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: 99.0%

N3-benzyl-4-methylbenzimidazole (73902-60-0) → 4-methylbenzimidazole (4887-83-6)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2015.03.127

Reference yield: 96.0%

carbon dioxide (124-38-9,18923-20-1) + 3-methyl-1,2-benzenediamine (2687-25-4) → 7-methyl-1H-benzo[d]imidazole (4887-83-6)

Guidance literature:

With diphenylsilane; C₃₃H₃₆BO₆^(3-)*Eu⁽³⁺⁾*H₂O*2C₃H₇NO; In acetonitrile; at 120 ℃; for 24h; under 7500.75 Torr; Autoclave;

DOI:10.1002/anie.201901171

Reference yield: 93.0%

3-methyl-1,2-benzenediamine (2687-25-4) + trimethyl orthoformate (149-73-5) → 4-methylbenzimidazole (4887-83-6)

Guidance literature:

at 21 ℃; for 5h; Inert atmosphere;

DOI:10.1002/anie.202111291

upstream raw materials:

6-bromo-4-methyl-1H-benzo[d]imidazole

formic acid

3-methyl-1,2-benzenediamine

[3-(dimethylamino)-2-azaprop-2-en-1-ylidene]-dimethylammonium chloride

Downstream raw materials:

1,7-dimethyl-1H-benzo[d]imidazole

benzo[c][1,2,5]oxadiazole-4-carbaldehyde

darodipine

4-(bromomethyl)benzo[c][1,2,5]oxadiazole

Refernces

• 1、 Li, Xiao,Zhang, Junhua,Yang, Yue,Hong, Hailong,Han, Limin,Zhu, Ning. "Reductive cyclization of o-phenylenediamine with CO2 and BH3NH3 to synthesize 1H-benzoimidazole derivatives". supporting information. . Retrieved 2021/09/28.
• 2、 Deng, Guobo,Kuang, Daizhi,Liang, Yun,Yang, Yuan,Yu, Jiangxi,Zhang, Fuxing,Zhu, Xiaoming. "K2S as Sulfur Source and DMSO as Carbon Source for the Synthesis of 2-Unsubstituted Benzothiazoles". supporting information. p. 3789 - 3793. Retrieved 2020/06/04.