6-chloro-1-methyl-1H-benzimidazole

Base Information

• Chemical Name: 6-chloro-1-methyl-1H-benzimidazole
• CAS No.: 10406-94-7
• Molecular Formula: C8H7 Cl N2
• Molecular Weight: 166.61
• Hs Code.: 2933990090
• NSC Number: 240757
• DSSTox Substance ID: DTXSID00311264
• Nikkaji Number: J2.333.619G
• Wikidata: Q82060810
• Mol file: 10406-94-7.mol

Synonyms:6-chloro-1-methyl-1H-benzimidazole;10406-94-7;6-chloro-1-methylbenzimidazole;1H-Benzimidazole,6-chloro-1-methyl-(9CI);NSC 240757;6-chloro-1-methyl-1H-benzo[d]imidazole;6-chloro-1-methyl-1H-1,3-benzodiazole;NSC240757;SCHEMBL745777;DTXSID00311264;STK242097;1-Methyl-6-chloro-1H-benzoimidazole;AKOS002662255;NSC-240757;CS-0300800;EN300-173935

Chemical Property of 6-chloro-1-methyl-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Boiling Point: 294.4°Cat760mmHg
• Flash Point: 131.8°C
• PSA: 17.82000
• Density: 1.3g/cm³
• LogP: 2.22670
• XLogP3: 2.1
• 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

6-CHLORO-1-METHYL-1H-BENZIMIDAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=NC2=C1C=C(C=C2)Cl

Technology Process of 6-chloro-1-methyl-1H-benzimidazole

There total 9 articles about 6-chloro-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: 88.0%

4-chloro-2-methylaminonitrobenzene (35966-84-8) + trimethyl orthoformate (149-73-5) → 1-methyl-6-chloro-1H-benzo[d]imidazole (10406-94-7)

Guidance literature:

With hydrogen; pyridinium p-toluenesulfonate; palladium on activated charcoal; In ethyl acetate; at 20 ℃; for 6h; under 2585.74 Torr;

DOI:10.1016/j.tetlet.2006.05.111

Reference yield: 7.0%

methanol (67-56-1) + 4-Chloro-2-nitroaniline (89-63-4) → 1-methyl-6-chloro-1H-benzo[d]imidazole (10406-94-7) + 1-methyl-5-chlorobenzimidazole (10394-36-2) + 5-chloro-1H-benzimidazole (4887-82-5)

Guidance literature:

With Cu-Zn-PMO; at 250 ℃; for 12h; Overall yield = 12 %; Sealed tube; Supercritical conditions; Green chemistry;

DOI:10.1039/c5gc01040c

Reference yield:

6-bromo-1-methyl-1H-benzo[d]imidazole (53484-16-5) → 1-methyl-6-chloro-1H-benzo[d]imidazole (10406-94-7)

Guidance literature:

With copper(l) iodide; copper(l) chloride; In 1-methyl-pyrrolidin-2-one; at 200 ℃; for 1.5h; Microwave irradiation; Inert atmosphere;

upstream raw materials:

formic acid

5-chloro-N¹-methylbenzene-1,2-diamine

6-chloro-benzoimidazole

methyl iodide

Refernces

• 1、 Chen, Shuai,Graceffa, Russell F.,Boezio, Alessandro A.. "Direct, Regioselective N-Alkylation of 1,3-Azoles". supporting information. p. 16 - 19. Retrieved 2016/01/15.
• 2、 -. "ARYL PYRIDINE AS ALDOSTERONE SYNTHASE INHIBITORS". Page/Page column 99-100. . Retrieved 2012/04/23.