1H-Benzimidazole, 5-chloro-2-phenyl-, hydrate

Base Information

• Chemical Name: 1H-Benzimidazole, 5-chloro-2-phenyl-, hydrate
• CAS No.: 4926-65-2
• Molecular Formula: C13H11ClN2O
• Molecular Weight: 228.681
• DSSTox Substance ID: DTXSID40197746
• Mol file: 4926-65-2.mol

Synonyms:1H-BENZIMIDAZOLE, 5-CHLORO-2-PHENYL-, HYDRATE;5-Chloro-2-phenyl-1H-benzimidazole hydrate;6-chloro-2-phenyl-1H-benzimidazole;hydrate;6-chloro-2-phenyl-1H-benzimidazole hydrate;C13H9ClN2.H2O;DTXSID40197746;C13-H9-Cl-N2.H2-O;LS-32797

Chemical Property of 1H-Benzimidazole, 5-chloro-2-phenyl-, hydrate

Chemical Property:

• Vapor Pressure: 1.7E-07mmHg at 25°C
• Melting Point: 285 °C
• Boiling Point: 427°Cat760mmHg
• PKA: 9.72±0.10(Predicted)
• Flash Point: 244.6°C
• PSA: 37.91000
• Density: g/cm³
• LogP: 3.81900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 246.0559907
• Heavy Atom Count: 17
• Complexity: 240

Purity/Quality:

98% ^*data from raw suppliers

5-Chloro-2-phenyl-1H-benzo[d]imidazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=C(N2)C=C(C=C3)Cl.O

Technology Process of 1H-Benzimidazole, 5-chloro-2-phenyl-, hydrate

There total 88 articles about 1H-Benzimidazole, 5-chloro-2-phenyl-, hydrate 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: 98.0%

benzaldehyde (100-52-7) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chloro-2-phenyl-1H-benzimidazole (4926-65-2)

Guidance literature:

With oxygen; cobalt(II) hydroxide; In ethanol; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2011.08.047

Reference yield: 97.0%

benzaldehyde (100-52-7) + 4-Chloro-1,2-phenylenediamine (95-83-0) → 6‐chloro‐2‐phenyl‐1H-benzoimidazole (4926-65-2)

Guidance literature:

With [3-(1-methylimidazolium-3-yl)propane-1-sulfonate]3PW₁₂O₄₀; 1-butyl-3-methylimidazolium trifluoromethanesulfonimide; at 40 ℃; for 10h;

DOI:10.1039/c5ra12044f

Reference yield: 96.0%

4-Chloro-1,2-phenylenediamine (95-83-0) + benzyl alcohol (100-51-6,185532-71-2) → 6‐chloro‐2‐phenyl‐1H-benzoimidazole (4926-65-2)

Guidance literature:

With C₁₅H₁₅ClN₇Ru⁽¹⁺⁾*Cl^(1-); sodium tetraphenyl borate; 1,2-bis-(diphenylphosphino)ethane; at 165 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/cctc.201800017

upstream raw materials:

4-(4-chlorophenyl)-3-phenyl-1,2,4-oxadiazol-5(4H)-one

N-(4-chlorophenyl)benzamide oxime

N-(2-nitro-4-chlorophenyl)benzamide

N,N'-Dibenzoyl-1,2-diamino-4-chlorobenzene

Downstream raw materials:

1-benzyl-5-chloro-2-phenyl-1H-benzo[d]imidazole

5-chloro-1,3-dimethyl-2-phenyl-benzimidazolium; iodide

Refernces

• 1、 Siddiqui, Hina,Farooq, Rabia,Marasini, Bishnu P.,Malik, Rizwana,Syed, Naima,Moin, Syed Tarique,Atta-ur-Rahman,Choudhary, M. Iqbal. "Synthesis and in vitro α-chymotrypsin inhibitory activity of 6-chlorobenzimidazole derivatives". . p. 3387 - 3395. Retrieved 2016.
• 2、 Guo, Tao,He, Jianghua,Liu, Tianwei,Zhang, Yuetao. "One-Pot Transformation of Lignin and Lignin Model Compounds into Benzimidazoles". supporting information. . Retrieved 2022/02/07.
• 3、 Vasu, Amrutham,Naresh, Mameda,Krishna Sai, Gajula,Divya Rohini, Yennamaneni,Murali, Boosa,Ramulamma, Madasu,Ramunaidu, Addipilli,Narender, Nama. "A heterogeneous catalytic strategy for facile production of benzimidazoles and quinoxalines from primary amines using the Al-MCM-41 catalyst". . p. 9439 - 9446. Retrieved 2021/12/09.