2-chloro-5,6-dimethyl-1H-benzimidazole

Base Information

• Chemical Name: 2-chloro-5,6-dimethyl-1H-benzimidazole
• CAS No.: 39791-96-3
• Molecular Formula: C9H9ClN2
• Molecular Weight: 180.637
• Hs Code.: 2933990090
• European Community (EC) Number: 839-237-7
• NSC Number: 122333
• DSSTox Substance ID: DTXSID60298300
• Nikkaji Number: J2.647.706I
• Wikidata: Q82040030
• Mol file: 39791-96-3.mol

Synonyms:2-chloro-5,6-dimethyl-1H-benzimidazole;39791-96-3;2-chloro-5,6-dimethyl-1H-benzo[d]imidazole;2-chloro-5,6-dimethylbenzimidazole;1H-Benzimidazole, 2-chloro-5,6-dimethyl-;2-chloro-5,6-dimethyl-1H-1,3-benzodiazole;NSC122333;SCHEMBL1192746;DTXSID60298300;TQP0914;LTWREDHXPZYJOA-UHFFFAOYSA-N;MFCD00626358;AKOS006275264;NSC-122333;CS-0376957;FT-0646180;O10729;EN300-1266396;A824737

Chemical Property of 2-chloro-5,6-dimethyl-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.654
• Boiling Point: 358.1 °C at 760 mmHg
• Flash Point: 201.6 °C
• PSA: 28.68000
• Density: 1.294 g/cm³
• LogP: 2.83310
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.0454260
• Heavy Atom Count: 12
• Complexity: 174

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-5,6-dimethyl-1H-benzimidazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1C)N=C(N2)Cl

Technology Process of 2-chloro-5,6-dimethyl-1H-benzimidazole

There total 4 articles about 2-chloro-5,6-dimethyl-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: 90.0%

NSC 163165 (2033-30-9) → 2-chloro-5,6-dimethyl-1H-benzo[d]imidazole (39791-96-3)

Guidance literature:

With hydrogenchloride; trichlorophosphate; at 150 ℃; for 3h;

DOI:10.1021/jm960442e

Reference yield:

2-amino-5,6-dimethylbenzimidazole (29096-75-1,943743-88-2) → 2-chloro-5,6-dimethyl-1H-benzo[d]imidazole (39791-96-3)

Guidance literature:

With copper dichloride; sodium nitrite; In water; at 20 - 100 ℃; for 2h;

Reference yield:

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 2-chloro-5,6-dimethyl-1H-benzo[d]imidazole (39791-96-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / Heating

2: POCl₃; DBU / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; trichlorophosphate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2004.11.021

upstream raw materials:

NSC 163165

4,5-dimethyl-1,2-phenylenediamine

2-amino-5,6-dimethylbenzimidazole

Downstream raw materials:

2-chloro-1,5,6-trimethyl-1H-benzo[d]imidazole

C₁₉H₁₈N₄

1-(1-(4-fluorobenzyl)-5,6-dimethyl-1H-benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide

1-(1-(4-carbamoylbenzyl)-5,6-dichloro-1H-benzo[d]imidazol-2-yl)-N-cyclopentylpiperidine-4-carboxamide

Refernces

• 1、 -. "PIPERIDINYL BENZOIMIDAZOLE DERIVATIVES AS MPGES-1 INIHIBITORS". Page/Page column 38; 39. . Retrieved 2012/09/21.
• 2、 Ogino, Yoshio,Ohtake, Norikazu,Nagae, Yoshikazu,Matsuda, Kenji,Moriya, Minoru,Suga, Takuya,Ishikawa, Makoto,Kanesaka, Maki,Mitobe, Yuko,Ito, Junko,Kanno, Tetsuya,Ishihara, Akane,Iwaasa, Hisashi,Ohe, Tomoyuki,Kanatani, Akio,Fukami, Takehiro. "Design, syntheses, and structure-activity relationships of novel NPY Y5 receptor antagonists: 2-{3-Oxospiro[isobenzofuran-1(3H),4′-piperidin]-1′-yl}benzimidazole derivatives". scheme or table. p. 5010 - 5014. Retrieved 2009/05/07.