5-Chloro-2-methylbenzimidazole

Base Information

• Chemical Name: 5-Chloro-2-methylbenzimidazole
• CAS No.: 2818-69-1
• Deprecated CAS: 66771-92-4
• Molecular Formula: C8H7 Cl N2
• Molecular Weight: 166.61
• Hs Code.: 2933990090
• European Community (EC) Number: 220-575-3
• NSC Number: 60139
• UNII: XV988Z010H
• DSSTox Substance ID: DTXSID8024787
• Nikkaji Number: J100.271F
• Wikidata: Q27294019
• ChEMBL ID: CHEMBL72244
• Mol file: 2818-69-1.mol

Synonyms:5-Chloro-2-methylbenzimidazole;2818-69-1;5-chloro-2-methyl-1H-benzo[d]imidazole;5-Chloro-2-methyl-1H-benzimidazole;2-Methyl-5-chlorobenzimidazole;1H-Benzimidazole, 5-chloro-2-methyl-;Benzimidazole, 5-chloro-2-methyl-;6-chloro-2-methyl-1H-benzimidazole;5-chloro-2-methyl-1H-1,3-benzodiazole;rozalin;1H-Benzimidazole, 6-chloro-2-methyl-;EINECS 220-575-3;NSC 60139;CHEMBL72244;UNII-XV988Z010H;MLS002693275;DTXSID8024787;XV988Z010H;5-Chloro-2-methyl-1H-benzoimidazole;NSC-60139;SMR000013360;NSC60139;MLS002415704;6-chloro-2-methylbenzimidazole;DTXCID004787;SCHEMBL2884316;HMS3041B21;2-Methyl-5-chloro-1H-benzimidazole;Tox21_200803;BDBM50404923;MFCD00014559;AKOS000283127;AKOS003573857;5-Chloro-2-methyl-1H-benzimidazole #;AB01154;CS-W016051;LS-1122;PS-3416;6-chloro-2-methyl-1H-1,3-benzodiazole;NCGC00091856-01;NCGC00091856-02;NCGC00258357-01;BAS 05462271;CAS-2818-69-1;FT-0612973;CHLORO-2-METHYL-1H-BENZIMIDAZOLE, 5-;A18569;D78605;BENZIMIDAZOLE, 5(OR 6)-CHLORO-2-METHYL-;Q27294019

Chemical Property of 5-Chloro-2-methylbenzimidazole

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 1.76E-05mmHg at 25°C
• Melting Point: 197 ºC
• Refractive Index: 1.675
• Boiling Point: 374.7°Cat760mmHg
• PKA: 10.57±0.10(Predicted)
• Flash Point: 212.2°C
• PSA: 28.68000
• Density: 1.351g/cm³
• LogP: 2.52470
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: <0.1 g/100 mL at 21.5℃
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 166.0297759
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-2-methyl-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=C(N1)C=C(C=C2)Cl

Technology Process of 5-Chloro-2-methylbenzimidazole

There total 51 articles about 5-Chloro-2-methylbenzimidazole 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%

Triethyl orthoacetate (78-39-7) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-2-methyl-1H-benzimidazole (2818-69-1)

Guidance literature:

With zirconium(IV) chloride; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2014.11.020

Reference yield: 95.0%

5-chloro-1-hydroxy-2-methyl-1H-benzo[d]imidazole 3-oxide → 5-chloro-2-methyl-1H-benzimidazole (2818-69-1)

Guidance literature:

With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI); In d₇-N,N-dimethylformamide; at 130 ℃; for 0.833333h; chemoselective reaction; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201700071

Reference yield: 94.0%

malonic acid (141-82-2) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-2-methyl-1H-benzimidazole (2818-69-1)

Guidance literature:

In 1,4-dioxane; at 120 ℃; for 6h; Green chemistry;

DOI:10.1039/c7ob03064a

upstream raw materials:

N,N'-diacetyl 4-chloro-1,2-phenylenediamine

acetic anhydride

4-Chloro-1,2-phenylenediamine

acetic acid

Downstream raw materials:

5-chloro-2-methyl-1H-benzimidazol-6-amine

Refernces

• 1、 Hao, Mingming,Li, Zhaohui,Qin, Yuhuan,Xu, Chao. "Visible light initiated oxidative coupling of alcohols ando-phenylenediamines to synthesize benzimidazoles over MIL-101(Fe) promoted by plasmonic Au". . p. 4161 - 4169. Retrieved 2021/06/17.
• 2、 Ganji, Lata R.,Gandhi, Lekha,Musturi, Venkataramana,Kanyalkar, Meena A.. "Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus". . p. 285 - 301. Retrieved 2020/11/19.