2-Chloromethylbenzimidazole

Base Information

• Chemical Name: 2-Chloromethylbenzimidazole
• CAS No.: 4857-04-9
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• Hs Code.: 29339900
• European Community (EC) Number: 225-452-8
• NSC Number: 103708,15436
• DSSTox Substance ID: DTXSID90197554
• Nikkaji Number: J26.637J
• Wikidata: Q72453658
• ChEMBL ID: CHEMBL169192
• Mol file: 4857-04-9.mol

Synonyms:2-Chloromethylbenzimidazole;2-(Chloromethyl)benzimidazole;4857-04-9;2-(chloromethyl)-1H-benzo[d]imidazole;2-(Chloromethyl)-1H-benzimidazole;2-chloromethyl benzimidazole;1H-Benzimidazole, 2-(chloromethyl)-;2-(Chloromethyl)-1H-1,3-Benzodiazole;Dimezole-7;MFCD00005602;2-chloromethyl-1H-benzimidazole;2-Chloromethyl-1H-benzoimidazole;2-(chloromethyl)-1h-1,3-benzimidazole;CHEMBL169192;Benzimidazole, 2-(chloromethyl)-;PDC 6886;WLN: T56 BM DNJ C1G;NSC15436;2chloromethylbenzimidazole;2- chloromethybenzimidazole;Bionet2_000972;2-chlorom ethylbenzimidazole;2-chloromethyl-benzimidazole;NCIOpen2_001638;2-chloro methyl benzimidazole;SCHEMBL119941;2-(chloromethyl) benzimidazole;2-(chloromethyl)-benzimidazole;2-chloromethyl-IH-benzimidazole;2(chloromethyl)-1H-benzimidazole;DTXSID90197554;HMS1366M04;CS-M0360;1h-benzimidazole,2-(chloromethyl)-;EINECS 225-452-8;2-(Chloromethyl)benzimidazole, 96%;BDBM50404881;NSC 15436;NSC-15436;NSC103708;STK411139;2-(Chloromethyl)-1H-benzimidazole #;AKOS000268659;7J-352S;AB00449;NSC 103708;NSC-103708;AC-22880;BP-12665;UPCMLD0ENAT0519-7877:001;AM20040548;BB 0240407;FT-0608757;EN300-14722;Q-101096;F0465-0073

Chemical Property of 2-Chloromethylbenzimidazole

Chemical Property:

• Appearance/Colour: beige to dark yellow powder
• Vapor Pressure: 2.27E-05mmHg at 25°C
• Melting Point: 146-148 °C (dec.)(lit.)
• Refractive Index: 1.679
• Boiling Point: 371oC at 760 mmHg
• PKA: 11.18±0.10(Predicted)
• Flash Point: 209.9oC
• PSA: 28.68000
• Density: 1.356g/cm3
• LogP: 2.30170
• Water Solubility.: Insoluble in water.
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

98% ^*data from raw suppliers

2-(Chloromethyl)-1H-benzimidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)CCl
• Uses: 2-(Chloromethyl)benzimidazole is used as intermediate in pharmaceutical , in organic synthesis .

Technology Process of 2-Chloromethylbenzimidazole

There total 13 articles about 2-Chloromethylbenzimidazole 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%

2-(Hydroxymethyl)benzimidazole (4856-97-7) → 2-chloromethyl-1H-benzimidazole (4857-04-9)

Guidance literature:

With thionyl chloride; In dichloromethane; for 18h;

DOI:10.1021/acs.inorgchem.5b00449

Reference yield: 97.7%

chloroacetic acid (79-11-8) + 1,2-diamino-benzene (95-54-5) → 2-chloromethyl-1H-benzimidazole (4857-04-9)

Guidance literature:

With hydrogenchloride; for 3h; Heating;

Reference yield: 95.0%

o-phenylenediamine dihydrochloride (615-28-1) + chloroacetic acid ethyl ester (105-39-5) → 2-chloromethyl-1H-benzimidazole (4857-04-9)

Guidance literature:

In ethylene glycol; for 0.025h; microwave irradiation;

DOI:10.1080/00397910600764204

upstream raw materials:

2-(Hydroxymethyl)benzimidazole

chloroacetic acid

1,2-diamino-benzene

ethyl chloroacetimidate hydrochloride

Downstream raw materials:

2-aziridin-1-ylmethyl-1H-benzimidazole

2-(piperidin-1-ylmethyl)-1H-benzo[d]imidazole

N-(1H-benzimidazol-2-ylmethyl)-N-(2-piperidino-ethyl)-aniline

(1H-benzimidazol-2-ylmethylimino)-di-acetic acid dimethyl ester

Refernces

• 1、 Boddu, Lingaiah,Pagudala, Ashok Kumar,Gandamalla, Durgaiah,Balabadra, Saikrishna,Manga, Vijjulatha,Reddy Yellu, Narsimha,Subhashini. "Synthesis, anticancer activity and docking studies of N-phenyl-2-(2-((4-phenyl piperazin-1-yl) methyl)-1H-benzo [d] imidazol-1-yl) acetamides". . p. 362 - 368. Retrieved 2018.
• 2、 Kendi, Engin,Oezbey, Sueheyla,Tuncbilek, Meral,Goeker, Hakan. "1-benzyl-2-(2,6-dichloroanilinomethyl)-1H-benzimidazole". . p. 854 - 856. Retrieved 1998.
• 3、 Sunil Kumar,Krishnamurthy, Krishnamurthy,Bodke, Yadav D.,Malojirao, Vikas H.,Ravikumar Naik,Kandagalla, Shivananda,Prabhakar. "Synthesis, characterization and tumor inhibitory activity of a novel Pd(ii) complex derived from methanethiol-bridged (2-((1H-benzo[d]imidazol-2-yl)methylthio)-1H-benzo[d]imidazol-6-yl)(phenyl)methanone". . p. 790 - 806. Retrieved 2019.
• 4、 Siddiqui, Nadeem,Alam, Md. Shamsher,Ali, Ruhi,Yar, M. Shahar,Alam, Ozair. "Synthesis of new benzimidazole and phenylhydrazinecarbothiomide hybrids and their anticonvulsant activity". . p. 1390 - 1402. Retrieved 2016.
• 5、 Ersan, Ronak Haj,Bolelli, Kayhan,Gonca, Serpil,Dogen, Aylin,Burmaoglu, Serdar,Algul, Oztekin. "Bisbenzimidazole Derivatives as Potential Antimicrobial Agents: Design, Synthesis, Biological Evaluation and Pharmacophore Analysis". . p. 149 - 158. Retrieved 2021/05/13.
• 6、 Farag, Ahmad M.,Ibrahim, Nourhan M.,Khaled, Rabaa M.,Mansour, Ahmed M.,Radacki, Krzysztof,Ragheb, Mohamed A.. "Light-activated cytotoxicity of dicarbonyl Ru(ii) complexes with a benzimidazole coligand towards breast cancer". . p. 15389 - 15399. Retrieved 2021/11/17.