2-chloro-1-methyl-1H-benzo[d]imidazole

Base Information

• Chemical Name: 2-chloro-1-methyl-1H-benzo[d]imidazole
• CAS No.: 1849-02-1
• Molecular Formula: C8H7 Cl N2
• Molecular Weight: 166.61
• Hs Code.: 2933990090
• European Community (EC) Number: 835-632-3
• DSSTox Substance ID: DTXSID10349811
• Nikkaji Number: J600.083E
• Wikidata: Q72453718
• ChEMBL ID: CHEMBL1370475
• Mol file: 1849-02-1.mol

Synonyms:1849-02-1;2-chloro-1-methyl-1H-benzo[d]imidazole;2-chloro-1-methylbenzimidazole;2-chloro-1-methyl-1H-benzimidazole;2-Chloro-1-methyl-1,3-benzodiazole;2-Chloro-1-methyl-1H-benzoimidazole;1-methyl-1h-benzo[d]imidazol-2-yl chloride;1-methyl-2-chlorobenzimidazole;1H-Benzimidazole,2-chloro-1-methyl-(9ci);2-CHLORO-1-METHYL-1H-1,3-BENZODIAZOLE;MLS000040145;2-chloro-1-methyl-benzimidazole;SCHEMBL1053419;2-chloro-N-methyl benzimidazole;CHEMBL1370475;DTXSID10349811;Chloro-1-methyl-1H-benzimidazole;UXZYKSFMGDWHGJ-UHFFFAOYSA-N;HMS2407B15;2-Chloro-1-methyl-1H-benzimidazol;MFCD00769821;STK395315;AKOS000275859;2-Chloro-1-methyl-1 H-benzoimidazole;AB07066;FS-2519;AM100429;SMR000043877;BB 0241024;CS-0073874;FT-0683854;EN300-80652;A18354;D70456;F3379-1058;Z1198154841

Chemical Property of 2-chloro-1-methyl-1H-benzo[d]imidazole

Chemical Property:

• Vapor Pressure: 0.000931mmHg at 25°C
• Melting Point: 117-117.5 °C(Solv: ligroine (8032-32-4))
• Boiling Point: 303.4°C at 760 mmHg
• PKA: 3.86±0.10(Predicted)
• Flash Point: 137.3°C
• PSA: 17.82000
• Density: 1.3g/cm³
• LogP: 2.22670
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-1-methyl-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2N=C1Cl

Technology Process of 2-chloro-1-methyl-1H-benzo[d]imidazole

There total 14 articles about 2-chloro-1-methyl-1H-benzo[d]imidazole 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: 99.0%

2-chloro-1H-benzoimidazole (4857-06-1) + methyl iodide (74-88-4) → 2-chloro-1-methyl-benzimidazole (1849-02-1)

Guidance literature:

2-chloro-1H-benzoimidazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

methyl iodide; In N,N-dimethyl-formamide; at 0 ℃; for 0.25h;

DOI:10.1002/chem.201002491

Reference yield: 95.0%

2-chloro-1H-benzoimidazole (4857-06-1) + dimethyl sulfate (77-78-1) → 2-chloro-1-methyl-benzimidazole (1849-02-1)

Guidance literature:

With triethanolamine; at 20 ℃; Sonication; Green chemistry;

Reference yield: 58.0%

1-methyl-2-hydrazinobenzimidazole (7022-37-9) → 2-chloro-1-methyl-benzimidazole (1849-02-1)

Guidance literature:

With copper(I) chloride; hydrogenchloride; selenium(IV) oxide; In water; 1) 20 to 25 deg C 2) heating to boiling point;

DOI:10.1007/BF00506440

upstream raw materials:

2-chloro-1H-benzoimidazole

methyl iodide

1-methyl-2-hydrazinobenzimidazole

dimethyl sulfate

Downstream raw materials:

1-methyl-2-(1-piperazinyl)-1H-benzimidazole

1-methyl-N-phenyl-1H-benzo[d]imidazol-2-amine

2-(N'-methyl-N'-phenylamino)-N-methylbenzimidazole

(4-fluoro-3-trifluoromethyl-benzyl)-(1-methyl-1H-benzimidazol-2-yl)-amine

Refernces

• 1、 Koesterke, Tim,Pape, Tania,Hahn, F. Ekkehardt. "Synthesis of NHC complexes by oxidative addition of 2-chloro-N- methylbenzimidazole". . p. 2112 - 2115. Retrieved 2011.
• 2、 Birkholtz, Lyn-Marie,Chibale, Kelly,Coertzen, Dina,Ferger, Richard,Kumar, Malkeet,Mambwe, Dickson,Njoroge, Mathew,Reader, Janette,Taylor, Dale,Van Der Watt, Mari?tte. "Structure-Activity Relationship Studies Reveal New Astemizole Analogues Active against Plasmodium falciparum in Vitro". supporting information. p. 1333 - 1341. Retrieved 2021/08/24.
• 3、 Kumar, Malkeet,Okombo, John,Mambwe, Dickson,Taylor, Dale,Lawrence, Nina,Reader, Janette,Van Der Watt, Mari?tte,Fontinha, Diana,Sanches-Vaz, Margarida,Bezuidenhout, Belinda C.,Lauterbach, Sonja B.,Liebenberg, Dale,Birkholtz, Lyn-Marie,Coetzer, Theresa L.,Prudêncio, Miguel,Egan, Timothy J.,Wittlin, Sergio,Chibale, Kelly. "Multistage Antiplasmodium Activity of Astemizole Analogues and Inhibition of Hemozoin Formation as a Contributor to Their Mode of Action". . p. 303 - 315. Retrieved 2019/01/15.