1-Methyl-4,5,6,7-tetrahydro-1H-benzimidazole

Base Information

• Chemical Name: 1-Methyl-4,5,6,7-tetrahydro-1H-benzimidazole
• CAS No.: 1837-49-6
• Molecular Formula: C8H12N2
• Molecular Weight: 136.197
• DSSTox Substance ID: DTXSID90446312
• Nikkaji Number: J1.800.628F
• Mol file: 1837-49-6.mol

Synonyms:1837-49-6;1-METHYL-4,5,6,7-TETRAHYDRO-1H-BENZIMIDAZOLE;1-Methyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole;1-methyl-4,5,6,7-tetrahydrobenzimidazole;SCHEMBL2402912;DTXSID90446312;BAA83749;MFCD09837142;AKOS000320130;AT20255;BS-37393;CS-0324116

Chemical Property of 1-Methyl-4,5,6,7-tetrahydro-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 0.00152mmHg at 25°C
• Melting Point: 35 - 38°C
• Boiling Point: 110-120 °C(Press: 4 Torr)
• PKA: 7.66±0.20(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

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

1-Methyl-4,5,6,7-tetrahydro-1H-benzoimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1CCCC2

Technology Process of 1-Methyl-4,5,6,7-tetrahydro-1H-benzimidazole

There total 1 articles about 1-Methyl-4,5,6,7-tetrahydro-1H-benzimidazole 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:

cyclohexanone-oxime (100-64-1) → caprolactam (105-60-2,9012-16-2) + 1,5,6,7-Tetrahydro-2H-azepin-2-one (2228-79-7) + 1-methyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole (1837-49-6) + 1,3,4,5-tetrahydro-azepin-2-one (2228-76-4) + 1,2,3,4,6,7,8,9-octahydrophenazine (4006-50-2)

Guidance literature:

With methanol; high silica zeolite; at 380 ℃;

Reference yield: 82.0%

1-methyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole (1837-49-6) + Davis' oxaziridine (137623-64-4) → C21H23N3O3S + 3-methyl-1,3-diazaspiro[4.4]non-1-en-4-one (675123-41-8)

Guidance literature:

In chloroform; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2007.06.088

Reference yield:

1-methyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole (1837-49-6) → (R)-3-methyl-1-(1-methyl-1H-4,5,6,7-tetrahydrobenzimidazol-2-yl)-5-phenyl-1-pentanone (1387007-53-5) + (S)-3-methyl-1-(1-methyl-1H-4,5,6,7-tetrahydrobenzimidazol-2-yl)-5-phenyl-1-pentanone

Guidance literature:

Multi-step reaction with 2 steps

1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 1 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 - 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: 1,3-bis-[(R)-1-(3,5-di-tert-butyl-4-methoxyphenyl)ethyl]imidazolium hexafluorophosphate; potassium phenolate; copper(l) chloride / toluene / 48 h / 30 °C / Inert atmosphere

With 1,3-bis-[(R)-1-(3,5-di-tert-butyl-4-methoxyphenyl)ethyl]imidazolium hexafluorophosphate; potassium phenolate; tert.-butyl lithium; copper(l) chloride; In tetrahydrofuran; toluene; pentane;

DOI:10.1021/ja304481a

upstream raw materials:

cyclohexanone-oxime

Downstream raw materials:

3-methyl-1,3-diazaspiro[4.4]non-1-en-4-one

(R)-3-methyl-1-(1-methyl-1H-4,5,6,7-tetrahydrobenzimidazol-2-yl)-5-phenyl-1-pentanone

(R)-6-(3,4-dimethoxyphenyl)-3-methyl-1-(1-methyl-1H-4,5,6,7-tetrahydrobenzimidazol-2-yl)-1-hexanone

Refernces