2-(2,4-dichlorophenyl)-1H-benzimidazole

Base Information

• Chemical Name: 2-(2,4-dichlorophenyl)-1H-benzimidazole
• CAS No.: 14225-79-7
• Molecular Formula: C13H8 Cl2 N2
• Molecular Weight: 263.126
• Hs Code.: 2933990090
• NSC Number: 128757
• DSSTox Substance ID: DTXSID30299208
• Nikkaji Number: J2.408.557K
• Wikidata: Q82041456
• Mol file: 14225-79-7.mol

Synonyms:2-(2,4-dichlorophenyl)-1H-benzimidazole;14225-79-7;1h-benzimidazole, 2-(2,4-dichlorophenyl)-;2-(2,4-Dichlorophenyl)-1H-benzo[d]imidazole;2-(2,4-dichlorophenyl)-1H-1,3-benzodiazole;NSC128757;CBMicro_014315;SCHEMBL3336694;DTXSID30299208;SMSF0004794;MFCD00224350;STK076457;AKOS000275579;NSC-128757;LS-05797;BIM-0014260.P001;2-(2,4-Dichloro-phenyl)-1H-benzoimidazole;BB 0241959;CS-0270455;Z50129942

Chemical Property of 2-(2,4-dichlorophenyl)-1H-benzimidazole

Chemical Property:

• Vapor Pressure: 3.1E-08mmHg at 25°C
• Boiling Point: 448.4°Cat760mmHg
• Flash Point: 257.5°C
• PSA: 28.68000
• Density: 1.427g/cm³
• LogP: 4.53670
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 262.0064537
• Heavy Atom Count: 17
• Complexity: 274

Purity/Quality:

98%min ^*data from raw suppliers

2-(2,4-dichlorophenyl)-1H-benzimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)NC(=N2)C3=C(C=C(C=C3)Cl)Cl

Technology Process of 2-(2,4-dichlorophenyl)-1H-benzimidazole

There total 10 articles about 2-(2,4-dichlorophenyl)-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: 98.0%

2,4-dichlorobenzaldeyhde (874-42-0) + 1,2-diamino-benzene (95-54-5) → 2-(2,4-dichlorophenyl)-1H-benzimidazole (14225-79-7)

Guidance literature:

With manganese(IV) dioxide; silica gel; In neat (no solvent); at 20 ℃; for 0.4h; Milling;

DOI:10.2174/1570178612666150306002100

Reference yield: 93.0%

(2,4-dichlorophenyl)methanol (1777-82-8) + 1,2-diamino-benzene (95-54-5) → 2-(2,4-dichlorophenyl)-1H-benzimidazole (14225-79-7)

Guidance literature:

With sodium t-butanolate; In water; at 75 ℃; for 12h; Green chemistry;

DOI:10.1080/00397911.2015.1017053

Reference yield: 89.0%

1,2-diamino-benzene (95-54-5) + 2,4-dichloro-benzenemethanamine (95-00-1) → 2-(2,4-dichlorophenyl)-1H-benzimidazole (14225-79-7)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; ferric nitrate; In neat (no solvent); at 110 ℃; for 24h; Green chemistry;

DOI:10.1080/00397911.2014.914221

upstream raw materials:

2,4-dichlorobenzaldeyhde

1,2-diamino-benzene

2,4 dichlorobenzoic acid

(2,4-dichlorophenyl)methanol

Downstream raw materials:

2-(2,4-dichlorophenyl)-1-{3-[4-(3-acetylaminophenyl)piperidin-1-yl]propyl}-1H-benzimidazole

Refernces

• 1、 Shah Hosseini, Mohadesseh,Ghafuri, Hossein,Esmaili Zand, Hamid Reza. "4,5-Imidazoledicarboxylic acid immobilized on Fe3O4 magnetic nanoparticles: Preparation, characterization, and application as a recyclable and efficient nanocatalyst in the sonochemical condensation reaction". . p. 850 - 855. Retrieved 2018.
• 2、 Naeimi, Hossein,Babaei, Zahra. "A mild and simple one-pot synthesis of 2-substituted benzimidazole derivatives using DDQ as an efficient oxidant at room temperature". . p. 41 - 46. Retrieved 2015.
• 3、 Das, Biswanath,Holla, Harish,Srinivas, Yallamalla. "Efficient (bromodimethyl)sulfonium bromide mediated synthesis of benzimidazoles". . p. 61 - 64. Retrieved 2007.
• 4、 Kargar, Hadi,Kargar, Khadijeh,Fallah-Mehrjardi, Mehdi,Munawar, Khurram Shahzad. "Syntheses, characterization, and catalytic potential of novel vanadium and molybdenum Schiff base complexes for the preparation of benzimidazoles, benzoxazoles, and benzothiazoles under thermal and ultrasonic conditions". . p. 593 - 605. Retrieved 2021/06/21.
• 5、 Belkharchach, Soumia,Ighachane, Hana,Rochdi, Abdelali,Ait Ali, Mustapha,Lazrek, Hassan B.. "One-pot Synthesis of Benzimidazoles Using H2SO4@HTC as Catalyst". . p. 268 - 277. Retrieved 2021/05/10.