2-Cyclobutylbenzimidazole

Base Information

• Chemical Name: 2-Cyclobutylbenzimidazole
• CAS No.: 97968-80-4
• Molecular Formula: C₁₁H₁₂N₂
• Molecular Weight: 172.23
• Mol file: 97968-80-4.mol

Synonyms:2-Cyclobutyl-1H-benzimidazole;2-Cyclobutylbenzimidazole

Chemical Property of 2-Cyclobutylbenzimidazole

Chemical Property:

• Melting Point: 229-230 ºC
• Boiling Point: 396.3±11.0 °C(Predicted)
• PKA: 12.05±0.10(Predicted)
• PSA: 28.68000
• Density: 1.223
• LogP: 2.83040

Purity/Quality:

98%Min ^*data from raw suppliers

2-Cyclobutyl-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Cyclobutylbenzimidazole

There total 4 articles about 2-Cyclobutylbenzimidazole 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: 81.0%

Cyclobutanecarboxylic acid (3721-95-7) + 1,2-diamino-benzene (95-54-5) → 2-cyclobutyl-1H-benzo[d]imidazole (97968-80-4)

Guidance literature:

Cyclobutanecarboxylic acid; 1,2-diamino-benzene; at 190 ℃; for 4h; Inert atmosphere;

With sodium hydroxide; In water; Cooling with ice; Inert atmosphere;

DOI:10.1021/jm100828n

Reference yield: 65.0%

benzoimidazole (51-17-2,79351-71-6) + Cyclobutanecarboxylic acid (3721-95-7) → 2-cyclobutyl-1H-benzo[d]imidazole (97968-80-4)

Guidance literature:

With ammonium persulfate; sulfuric acid; silver nitrate; In acetonitrile; at 80 ℃; for 1h;

DOI:10.1002/ardp.19853180503

Reference yield: 59.0%

1,2-diamino-benzene (95-54-5) + 7-methoxy-7-methyl-8-oxa-5,6-diazaspiro[3.4]oct-5-ene → 2-cyclobutyl-1H-benzo[d]imidazole (97968-80-4)

Guidance literature:

With oxygen; at 30 ℃; for 12h; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.joc.8b02721

upstream raw materials:

benzoimidazole

Cyclobutanecarboxylic acid

1,2-diamino-benzene

cyclobutylaldehyde

Refernces

• 1、 Chen, Yiding,Leonardi, Marco,Dingwall, Paul,Labes, Ricardo,Pasau, Patrick,Blakemore, David C.,Ley, Steven V.. "Photochemical Homologation for the Preparation of Aliphatic Aldehydes in Flow". . p. 15558 - 15568. Retrieved 2019/01/04.
• 2、 Payne, Joseph E.,Bonnefous, Céline,Symons, Kent T.,Nguyen, Phan M.,Sablad, Marciano,Rozenkrants, Natasha,Zhang, Yan,Wang, Li,Yazdani, Nahid,Shiau, Andrew K.,Noble, Stewart A.,Rix, Peter,Rao, Tadimeti S.,Hassig, Christian A.,Smith, Nicholas D.. "Discovery of dual inducible/neuronal nitric oxide synthase (iNOS/nNOS) inhibitor development candidate 4-((2-cyclobutyl-1 H-imidazo[4,5- b ]pyrazin-1-yl)methyl)-7,8-difluoroquinolin-2(1 H)-one (KD7332) Part 2: Identification of a novel, potent, and selective series of benzimidazole- quinolinone iNOS/nNOS dimerization inhibitors that are orally active in pain models". supporting information; experimental part. p. 7739 - 7755. Retrieved 2011/02/22.