5-Chloro-2-(trichloromethyl)-1H-benzimidazole

Base Information

• Chemical Name: 5-Chloro-2-(trichloromethyl)-1H-benzimidazole
• CAS No.: 3584-66-5
• Molecular Formula: C8H4Cl4N2
• Molecular Weight: 269.945
• Hs Code.: 29339980
• European Community (EC) Number: 222-713-8
• NSC Number: 158057
• UNII: H8R6YS3U8H
• DSSTox Substance ID: DTXSID10189375
• Nikkaji Number: J216.220B
• Wikidata: Q83061443
• ChEMBL ID: CHEMBL1894357
• Mol file: 3584-66-5.mol

Synonyms:3584-66-5;5-Chloro-2-(trichloromethyl)benzimidazole;5-Chloro-2-(trichloromethyl)-1H-benzo[d]imidazole;5-Chloro-2-(trichloromethyl)-1H-benzimidazole;6-chloro-2-(trichloromethyl)-1H-benzimidazole;5-Chloro-(2-trichloromethyl)benzimidazole;C8H4Cl4N2;H8R6YS3U8H;MLS003106459;EINECS 222-713-8;NSC-158057;5-Chloro-2-trichloromethyl benzimidazole;AI3-51050;1H-Benzimidazole, 5-chloro-2-(trichloromethyl)-;NSC158057;5-chloro-2-trichloromethyl-1H-benzoimidazole;UNII-H8R6YS3U8H;SCHEMBL1358509;C8-H4-Cl4-N2;CHEMBL1894357;DTXSID10189375;AMY10249;GEO-00813;MFCD00005595;AKOS005258131;NSC 158057;4,4'-Dimethoxy-4''-methyltritylalcohol;BP-12390;BS-16654;SMR001821362;FT-0620223;A18686;D94722;5-Chloro-2-(trichloromethyl)benzimidazole, 95%;W-200322;BENZIMIDAZOLE, 5-CHLORO-2-(TRICHLOROMETHYL)-;5-CHLORO-2-(TRICHLOROMETHYL)-1H-1,3-BENZODIAZOLE

Chemical Property of 5-Chloro-2-(trichloromethyl)-1H-benzimidazole

Chemical Property:

• Appearance/Colour: light beige to light brown powder
• Vapor Pressure: 1.2E-05mmHg at 25°C
• Melting Point: 223-224 °C (dec.)(lit.)
• Refractive Index: 1.69
• Boiling Point: 380.3 °C at 760 mmHg
• Flash Point: 215.7 °C
• PSA: 28.68000
• Density: 1.704 g/cm³
• LogP: 4.04300
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 269.909909
• Heavy Atom Count: 14
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-(trichloromethyl)benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: T
• Statements: 23/24/25-36/37/38
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1Cl)NC(=N2)C(Cl)(Cl)Cl

Technology Process of 5-Chloro-2-(trichloromethyl)-1H-benzimidazole

There total 5 articles about 5-Chloro-2-(trichloromethyl)-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: 85.0%

4-Chloro-1,2-phenylenediamine (95-83-0) + methyl 2,2,2-trichloroacetimidate (2533-69-9) → 5-chloro-2-trichloromethyl-1H-benzoimidazole (3584-66-5)

Guidance literature:

With acetic acid; at 20 ℃; for 1.16667h; Cooling;

DOI:10.1016/j.ejmech.2012.06.020

Reference yield:

5-chloro-2-nitroaniline (1635-61-6) → 5-chloro-2-trichloromethyl-1H-benzoimidazole (3584-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride; iron / ethanol; water / Reflux

2: acetic acid / 20 °C

With hydrogenchloride; iron; acetic acid; In ethanol; water;

DOI:10.1016/j.bmcl.2011.11.098

Reference yield:

→ 5-chloro-2-trichloromethyl-1H-benzoimidazole (3584-66-5)

Guidance literature:

/BRN= 508472/, Cl3C-COOH;

upstream raw materials:

4-Chloro-1,2-phenylenediamine

methyl 2,2,2-trichloroacetimidate

5-chloro-2-nitroaniline

Downstream raw materials:

5-chloro-1H-benzimidazole-2-carboxylic acid

C₈H₄ClN₃

6-chloro-1H-benzo[d]imidazole-2-carboxylic acid

Refernces

• 1、 Anuradha Bai,Tangeda, Sarita Jyostna,Madhavi,Garlapati, Achaiah. "Molecular properties prediction and synthesis of new benzimidazole H4-receptor antagonists as anti-inflammatory agents". . p. 87 - 92. Retrieved 2019/01/21.
• 2、 Lane, Charlotte A.L.,Hay, Duncan,Mowbray, Charles E.,Paradowski, Michael,Selby, Matthew D.,Swain, Nigel A.,Williams, David H.. "Synthesis of novel histamine H4 receptor antagonists". scheme or table. p. 1156 - 1159. Retrieved 2012/03/11.