1-Cyclohexylbenzimidazole

Base Information

• Chemical Name: 1-Cyclohexylbenzimidazole
• CAS No.: 91820-88-1
• Molecular Formula: C13H16 N2
• Molecular Weight: 200.283
• European Community (EC) Number: 830-814-9
• Nikkaji Number: J2.067.310I
• Mol file: 91820-88-1.mol

Synonyms:1-cyclohexyl-1H-benzimidazole;91820-88-1;1-cyclohexylbenzimidazole;SCHEMBL6211429;1-cyclohexyl-1H-1,3-benzodiazole;1-Cyclohexyl-1H-benzo[d]imidazole;EN300-6503772;SR-01000029229;SR-01000029229-1

Chemical Property of 1-Cyclohexylbenzimidazole

Chemical Property:

• PSA: 17.82000
• LogP: 3.54150
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 211

Purity/Quality:

1-CYCLOHEXYL-1H-BENZIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)N2C=NC3=CC=CC=C32

Technology Process of 1-Cyclohexylbenzimidazole

There total 5 articles about 1-Cyclohexylbenzimidazole 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: 90.0%

N-1-cyclohexylbenzene-1,2-diamine (74628-31-2) + orthoformic acid triethyl ester (122-51-0) → 1-cyclohexyl-1H-benzimidazole (91820-88-1)

Guidance literature:

With formic acid; at 100 ℃; for 20h;

DOI:10.24820/ark.5550190.p011.121

Reference yield: 58.0%

benzoimidazole (51-17-2,79351-71-6) + C13H17N2O2S(1-)*Na(1+) → 1-cyclohexyl-1H-benzimidazole (91820-88-1)

Guidance literature:

With copper acetylacetonate; tetrabutylammomium bromide; In toluene; at 85 ℃; for 36h;

DOI:10.1016/j.tet.2004.08.009

Reference yield: 50.0%

benzoimidazole (51-17-2,79351-71-6) + 1-bromocyclohexane (108-85-0) → 1-cyclohexyl-1H-benzimidazole (91820-88-1)

Guidance literature:

With bis(tri-n-butyltin)oxide; In N,N-dimethyl-formamide; for 8h; Heating;

DOI:10.1016/S0040-4039(01)81624-5

upstream raw materials:

benzoimidazole

1-bromocyclohexane

cyclohexylamine

ortho-bromophenyl isocyanide

Downstream raw materials:

3-[2-{[(1S)-1-(hydroxymethyl)-2,2-dimethylpropyl]amino}-2-oxoethyl]-1-cyclohexyl-1H-benzimidazolium chloride

Refernces

• 1、 Lygin, Alexander V.,De Meijere, Armin. "Synthesis of 1-substituted benzimidazoles from o-bromophenyl isocyanide and amines". experimental part. p. 5138 - 5141. Retrieved 2010/01/03.
• 2、 Soundararajan, R.,Balasubramanian, T.R.. "REGIOSELECTIVE N-ALKYLATION OF BENZIMIDAZOLE VIA AN ORGANOTIN ROUTE". . p. 5555 - 5558. Retrieved 2007/10/02.