Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)

Base Information

• Chemical Name: Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)
• CAS No.: 5622-83-3
• Molecular Formula: C11H12 N2
• Molecular Weight: 172.23
• Mol file: 5622-83-3.mol

Synonyms:1,2,3,4-Tetrahydropyrido[1,2-a]benzimidazole;Piperido(1':2'-1:2)benzimidazole

Chemical Property of Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)

Chemical Property:

• Vapor Pressure: 1.01E-09mmHg at 25°C
• Boiling Point: 472.2°C at 760 mmHg
• Flash Point: 239.4°C
• PSA: 150.94000
• Density: 1.609g/cm³
• LogP: 3.63718

Purity/Quality:

99%min ^*data from raw suppliers

1,8-diazatricyclo[7.4.0.0,2,7]trideca-2,4,6,8-tetraene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI)

There total 57 articles about Pyrido[1,2-a]benzimidazole, 1,2,3,4-tetrahydro- (6CI,7CI,8CI,9CI) 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: 96.0%

2-bromo-N-[piperidin-2-ylidene]aniline (1370281-20-1) → 1,2,3,4-tetrahydro-pyrido[1,2-a]benzimidazole (5622-83-3)

Guidance literature:

With copper(l) iodide; potassium carbonate; N,N`-dimethylethylenediamine; In acetonitrile; at 80 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tet.2012.02.027

Reference yield: 95.0%

2-(4-chlorobutyl)-1H-benzo[d]imidazole (710311-72-1) → 1,2,3,4-tetrahydro-pyrido[1,2-a]benzimidazole (5622-83-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; Inert atmosphere; Reflux;

DOI:10.1021/ol301472a

Reference yield: 90.0%

1-(2-nitrophenyl)piperidine (15822-77-2) → 1,2,3,4-tetrahydro-pyrido[1,2-a]benzimidazole (5622-83-3)

Guidance literature:

With formic acid; iodine; at 120 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c6gc00902f

upstream raw materials:

1,2,3,4-tetrahydro-benz[4,5]imidazo[1,2-a]pyridine-6,8-diyldiamine

carbon monoxide

N-(3-buten-1-yl)-1,2-phenylenediamine

(3-Fluoro-phenyl)-piperidin-(2Z)-ylidene-amine

Downstream raw materials:

methyl-(2-piperidin-1-yl-phenyl)amine

2-piperidin-1-yl-phenylamine

2,3,4,5,6,7-hexahydro-1H-benzo[b][1,4]diazonine

Refernces

• 1、 Suschitzky,H.,Sutton,M.E.. "-". . p. 3058 - 3062. Retrieved 1968.
• 2、 Blakey, Simon B.,Hendy, Cecilia M.,Jui, Nathan T.,Maust, Mark C.. "Switchable Regioselective 6-endo or 5-exo Radical Cyclization via Photoredox Catalysis". supporting information. p. 3776 - 3781. Retrieved 2022/03/08.
• 3、 Begunov, Roman S.,Minyaev, Mikhail E.,Sakulina, Valeria O.,Saverina, Evgeniya A.,Sokolov, Alexandr A.,Syroeshkin, Mikhail A.. "Electroreductive heterocyclization of ortho-piperidino substituted nitro(het)arenes". . p. 633 - 635. Retrieved 2020/10/09.