N-(2-chloroethyl)-1H-benzimidazol-2-amine

Base Information

• Chemical Name: N-(2-chloroethyl)-1H-benzimidazol-2-amine
• CAS No.: 84797-54-6
• Molecular Formula: C₉H₁₀ClN₃
• Molecular Weight: 195.651
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80378274
• Wikidata: Q82167830
• Mol file: 84797-54-6.mol

Synonyms:N-(2-chloroethyl)-1H-benzimidazol-2-amine;84797-54-6;N-(2-chloroethyl)-1H-1,3-benzodiazol-2-amine;SCHEMBL19374547;DTXSID80378274;2-(2-chloroethylamino)benzimidazole;BBL029129;STK661555;AKOS001064489;UPCMLD0ENAT5357093:001;VS-09116;CS-0270477;EN300-12994;Z57253881;F0307-0693;N-(1H-1,3-benzimidazol-2-yl)-N-(2-chloroethyl)amine;n-(2-Chloroethyl)-1,3-dihydro-2h-benzo[d]imidazol-2-imine

Chemical Property of N-(2-chloroethyl)-1H-benzimidazol-2-amine

Chemical Property:

• Vapor Pressure: 1.14E-05mmHg at 25°C
• Boiling Point: 370°C at 760 mmHg
• Flash Point: 177.6°C
• PSA: 40.71000
• Density: 1.373g/cm³
• LogP: 3.08860
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 195.0563250
• Heavy Atom Count: 13
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

N-(2-chloroethyl)-1H-benzimidazol-2-aminehydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(2-chloroethyl)-1H-benzimidazol-2-amine

There total 2 articles about N-(2-chloroethyl)-1H-benzimidazol-2-amine 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:

2-<(2-hydroxyethyl)amino>-1H-benzimidazole (57262-38-1) → (1H-Benzoimidazol-2-yl)-(2-chloro-ethyl)-amine (84797-54-6)

Guidance literature:

With thionyl chloride; In 1,2-dichloro-ethane; for 0.833333h; Reflux;

DOI:10.1016/j.bmc.2019.07.010

Reference yield:

2-chloro-1H-benzoimidazole (4857-06-1) → (1H-Benzoimidazol-2-yl)-(2-chloro-ethyl)-amine (84797-54-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / 14 h / 140 °C

2: thionyl chloride / 1,2-dichloro-ethane / 0.83 h / Reflux

With thionyl chloride; sodium hydrogencarbonate; In 1,2-dichloro-ethane;

DOI:10.1016/j.bmc.2019.07.010

Reference yield: 100.0%

(1H-Benzoimidazol-2-yl)-(2-chloro-ethyl)-amine (84797-54-6) → 2,3-dihydroimidazo<1,2-a>benzimidazole hydrochloride (41363-27-3)

Guidance literature:

Heating;

DOI:10.1007/BF00513276

upstream raw materials:

2-chloro-1H-benzoimidazole

2-<(2-hydroxyethyl)amino>-1H-benzimidazole

Downstream raw materials:

2,3-dihydroimidazo<1,2-a>benzimidazole hydrochloride

1,2-dihydro-4H-imidazo<1,2-a>benzimidazole

Refernces