5-Chloro-2-mercaptobenzimidazole

Base Information

• Chemical Name: 5-Chloro-2-mercaptobenzimidazole
• CAS No.: 25369-78-2
• Deprecated CAS: 110608-76-9
• Molecular Formula: C7H5 Cl N2 S
• Molecular Weight: 184.649
• Hs Code.: 29339980
• European Community (EC) Number: 246-903-5
• NSC Number: 45283,35063
• DSSTox Substance ID: DTXSID80180011
• Nikkaji Number: J41.296A
• ChEMBL ID: CHEMBL69086
• Mol file: 25369-78-2.mol

Synonyms:5-chloro-1H-benzimidazole-2-thiol;JVG9 compound

Chemical Property of 5-Chloro-2-mercaptobenzimidazole

Chemical Property:

• Appearance/Colour: white to yellowish crystalline powder
• Vapor Pressure: 0.0011mmHg at 25°C
• Melting Point: 290-292 °C
• Refractive Index: 1.6100 (estimate)
• Boiling Point: 300.7°Cat760mmHg
• PKA: 9.71±0.30(Predicted)
• Flash Point: 135.6°C
• PSA: 67.48000
• Density: 1.54g/cm³
• LogP: 2.50500
• Sensitive.: Air Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 183.9861970
• Heavy Atom Count: 11
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

6-Chloro-1H-benzimidazole-2-thiol ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,Xi
• Statements: 25-36/37/38-36
• Safety Statements: 45-28A-36-26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 5-Chloro-2-mercaptobenzimidazole

There total 29 articles about 5-Chloro-2-mercaptobenzimidazole 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: 89.0%

Thiram (137-26-8,93196-73-7) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione (25369-78-2)

Guidance literature:

In water; at 110 ℃; Green chemistry;

DOI:10.1039/c7gc02311a

Reference yield: 88.0%

potassium isopropylxanthate (140-92-1) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-1H-benzoimidazole-2-thiol (25369-78-2)

Guidance literature:

In N,N-dimethyl-formamide; for 0.0666667h; Temperature; Time; Microwave irradiation;

Reference yield: 88.0%

carbon disulfide (75-15-0,12122-00-8) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-1,3-dihydro-2H-benzo[d]imidazole-2-thione (25369-78-2)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 80 ℃; for 5h;

DOI:10.3390/ijms21249512

upstream raw materials:

carbon disulfide

4-Chloro-1,2-phenylenediamine

ammonium thiocyanate

2-hydroxy-5-nitroaniline

Downstream raw materials:

3-(5-chloro-1(3)H-benzimidazol-2-ylmercapto)-propionic acid

2-(5-chloro-1(3)H-benzimidazol-2-ylmercapto)-propionic acid

2-benzylsulfanyl-5-chloro-1⁽³⁾H-benzoimidazole

5-chloro-2-(methylthio)-1H-benzimidazole

Refernces

• 1、 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.
• 2、 Fuentes-Gutiérrez, Alfredo,Curiel-Quesada, Everardo,Correa-Basurto, José,Martínez-Mu?oz, Alberto,Reyes-Arellano, Alicia. "N-heterocycles scaffolds as quorum sensing inhibitors. Design, synthesis, biological and docking studies". . p. 1 - 26. Retrieved 2020/12/22.