5,6-DICHLOROBENZIMIDAZOLE

Base Information

• Chemical Name: 5,6-DICHLOROBENZIMIDAZOLE
• CAS No.: 6478-73-5
• Molecular Formula: C7H4 Cl2 N2
• Molecular Weight: 187.028
• Hs Code.: 2933998090
• Mol file: 6478-73-5.mol

Synonyms:Benzimidazole,5,6-dichloro- (6CI,7CI,8CI); 5,6-Dichloro-1H-benzimidazole;5,6-Dichlorobenzimidazole; NSC 326397; NSC 63938

Chemical Property of 5,6-DICHLOROBENZIMIDAZOLE

Chemical Property:

• Vapor Pressure: 4.24E-07mmHg at 25°C
• Melting Point: 205-206°
• Boiling Point: 426.9°C at 760 mmHg
• PKA: 10.74±0.30(Predicted)
• Flash Point: 244.6°C
• PSA: 28.68000
• Density: 1.571g/cm³
• LogP: 2.86970
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

97% ^*data from raw suppliers

5,6-Dichlorobenzimidazole ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A benzimidazole derivative as potent inhibitor of milk xanthine oxidase. A benzimidazole derivative as potent inhibitor of milk xanthine oxidase

Technology Process of 5,6-DICHLOROBENZIMIDAZOLE

There total 2 articles about 5,6-DICHLOROBENZIMIDAZOLE 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: 69.0%

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + C6H12O6 → 5,6-dichlorobenzimidazole (6478-73-5) + 5,6-dichloro-2-hydroxymethyl-1H-benzimidazole (6478-80-4)

Guidance literature:

With di-tert-butyl peroxide; boron trifluoride diethyl etherate; In decane; acetonitrile; at 90 ℃; for 1h; Green chemistry;

DOI:10.1002/asia.202100972

Reference yield:

4,5-Dichloro-1,2-phenylenediamine (5348-42-5) + 1-phenyl-3-hydroxy-2-phenoxy propan-1-one → 5,6-dichlorobenzimidazole (6478-73-5) + 5,6-dichloro-2-phenyl-1H-benzo[d]imidazole (90300-22-4) + phenol (108-95-2,27073-41-2)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 2-methoxy-ethanol; at 150 ℃; for 12h;

DOI:10.1002/ejoc.202101152

Reference yield: 92.0%

5,6-dichlorobenzimidazole (6478-73-5) + 2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride (4330-21-6) → 5,6-dichloro-1-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)benzimidazole (268549-39-9)

Guidance literature:

5,6-dichlorobenzimidazole; With sodium hydride; In acetonitrile; at 0 - 20 ℃; for 1h;

2-deoxy-3,5-di-O-p-toluoyl-α-D-erythro-pentofuranosyl chloride; In acetonitrile; at 0 - 20 ℃; for 2h;

upstream raw materials:

4,5-Dichloro-1,2-phenylenediamine

Downstream raw materials:

5,6-dichloro-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)benzimidazole

(2R,3R,4R,5R)-2-(acetoxymethyl)-5-(5,6-dichloro-1H-benzo[d]imidazol-1-yl)tetrahydrofuran-3,4-diyl diacetate

5,6-dichloro-1-β-D-ribobenzimidazole

5,6-Dichloro-1-<2-(2-hydroxyethoxy)-ethyl>-1H-benzimidazole