2-(Chloromethyl)-1-methyl-1h-benzimidazole

Base Information

• Chemical Name: 2-(Chloromethyl)-1-methyl-1h-benzimidazole
• CAS No.: 4760-35-4
• Molecular Formula: C9H9 Cl N2
• Molecular Weight: 180.637
• Hs Code.: 2933990090
• NSC Number: 64201
• DSSTox Substance ID: DTXSID60289793
• Nikkaji Number: J1.751.799F
• Wikidata: Q72454202
• ChEMBL ID: CHEMBL2287555
• Mol file: 4760-35-4.mol

Synonyms:4760-35-4;2-(chloromethyl)-1-methyl-1h-benzimidazole;2-(chloromethyl)-1-methyl-1H-benzo[d]imidazole;2-(chloromethyl)-1-methylbenzimidazole;2-Chloromethyl-1-methyl-1H-benzoimidazole;2-(CHLOROMETHYL)-1-METHYL-BENZIMIDAZOLE;MFCD00457523;2-(CHLOROMETHYL)-1-METHYL-1H-1,3-BENZODIAZOLE;NSC64201;[2-(chloromethyl)-1,3-benzodiazol-1-yl]methyl;SCHEMBL103809;CHEMBL2287555;DTXSID60289793;1-methyl-2-chloromethylbenzimidazole;2-chloromethyl-1-methylbenzimidazole;GEO-00717;NSC 64201;NSC-64201;AKOS000349066;1-methyl-2-(chloromethyl)benzimidazole;LE-0712;2-chloromethyl-1-methyl-1H-benzimidazole;1-Methyl-2-(chloromethyl)-1H-benzimidazole;A7286;BB 0238384;FT-0682344;E78525;EN300-304851;W-200384

Chemical Property of 2-(Chloromethyl)-1-methyl-1h-benzimidazole

Chemical Property:

• Vapor Pressure: 0.000489mmHg at 25°C
• Boiling Point: 323.6°Cat760mmHg
• Flash Point: 149.5°C
• PSA: 17.82000
• Density: 1.25g/cm³
• LogP: 2.31210
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 180.0454260
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

99% ^*data from raw suppliers

2-Chloromethyl-1-methyl-1H-benzoimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2N=C1CCl

Technology Process of 2-(Chloromethyl)-1-methyl-1h-benzimidazole

There total 18 articles about 2-(Chloromethyl)-1-methyl-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: 100.0%

(1-methyl-1H-benzimidazol-2-yl)methanol (7467-35-8) → 2-chloromethyl-1-methyl-1H-benzimidazole (4760-35-4)

Guidance literature:

With thionyl chloride; In dichloromethane; at 20 ℃;

Reference yield: 92.0%

chloroacetic acid (79-11-8) + N-methyl-1,2-phenylenediamine (4760-34-3) → 2-chloromethyl-1-methyl-1H-benzimidazole (4760-35-4)

Guidance literature:

With hydrogenchloride; In water; for 3h; Reflux;

DOI:10.1134/S1070363217120465

Reference yield: 92.0%

2-chloromethyl-1H-benzimidazole (4857-04-9) + dimethyl sulfate (77-78-1) → 2-chloromethyl-1-methyl-1H-benzimidazole (4760-35-4)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; at 20 ℃; for 0.133333h;

DOI:10.1002/jhet.450

upstream raw materials:

(1-methyl-1H-benzimidazol-2-yl)methanol

chloroacetic acid

N-methyl-1,2-phenylenediamine

N-methylbenzene-1,2-diamine dihydrochloride

Downstream raw materials:

(1-methyl-1H-benzimidazol-2-ylmethylimino)-di-acetic acid

N,N-dimethyl-N'-(1-methyl-1H-benzimidazol-2-ylmethyl)-N'-phenyl-ethylenediamine

2-(1-methyl-1H-benzoimidazol-2-yl)-acetamide

N-((1-methyl-1H-benzimidazol-2-yl)methyl) aniline

Refernces

• 1、 Rao, S. Srinivas,Reddy, Ch. Venkata Ramana,Dubey. "Synthesis of 1-alkyl-2-chloromethylbenzimidazole under green conditions". . p. 98 - 100. Retrieved 2015.
• 2、 Kumar, Akhilesh,Sengupta, Arunava,Demeshko, Serhiy,Mukherjee, Rabindranath. "Structure, magnetism and reactivity of a {MnIII(μ-O)2MnIV}3+ core towards oxidation of phenols". . p. 226 - 235. Retrieved 2019.
• 3、 Ang, Chee Wei,Tan, Lendl,Sykes, Melissa L.,Abugharbiyeh, Neda,Debnath, Anjan,Reid, Janet C.,West, Nicholas P.,Avery, Vicky M.,Cooper, Matthew A.,Blaskovich, Mark A. T.. "Antitubercular and Antiparasitic 2-Nitroimidazopyrazinones with Improved Potency and Solubility". . p. 15726 - 15751. Retrieved 2020/12/02.
• 4、 Liu, Shu-Kai,Chen, Wen-Ching,Yap, Glenn P. A.,Ong, Tiow-Gan. "Synthesis of Carbophosphinocarbene and Their Donating Ability: Expansion of the Carbone Class". supporting information. p. 4395 - 4401. Retrieved 2020/12/23.