2-p-Tolyl-1H-benzoimidazole

Base Information

• Chemical Name: 2-p-Tolyl-1H-benzoimidazole
• CAS No.: 120-03-6
• Molecular Formula: C14H12 N2
• Molecular Weight: 208.263
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70352407
• Nikkaji Number: J556.156F
• Wikidata: Q82129535
• ChEMBL ID: CHEMBL2283280
• Mol file: 120-03-6.mol

Synonyms:120-03-6;2-(4-methylphenyl)-1H-benzimidazole;2-p-Tolyl-1H-benzoimidazole;2-(p-tolyl)-1H-benzo[d]imidazole;2-(4-methylphenyl)benzimidazole;2-(4-METHYLPHENYL)-1H-1,3-BENZODIAZOLE;2-pTolyl-1h-benzoimidazole;CBDivE_012412;IFLab1_006153;SCHEMBL2242203;2-(p-Tolyl)-1H-benzimidazole;CHEMBL2283280;2-p-tolyl-1h-benzo[d]imidazole;DTXSID70352407;YJSWQFYMPODDTQ-UHFFFAOYSA-N;HMS1429H15;BBL000250;CCG-15107;MFCD00209485;STK174450;AKOS000275500;VS-00521;BB 0219543;SR-01000389453;SR-01000389453-1;BRD-K25779508-001-01-0;Z50129935;F1558-0186

Chemical Property of 2-p-Tolyl-1H-benzoimidazole

Chemical Property:

• Vapor Pressure: 1.11E-06mmHg at 25°C
• Melting Point: 265-269℃
• Boiling Point: 402.3°Cat760mmHg
• Flash Point: 210.1°C
• PSA: 28.68000
• Density: 1.178g/cm³
• LogP: 3.53830
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.100048391
• Heavy Atom Count: 16
• Complexity: 233

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=NC3=CC=CC=C3N2

Technology Process of 2-p-Tolyl-1H-benzoimidazole

There total 124 articles about 2-p-Tolyl-1H-benzoimidazole 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%

4-methyl-benzaldehyde (104-87-0) + 1,2-diamino-benzene (95-54-5) → 2-(p-tolyl)-1H-benzimidazole (120-03-6)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In acetonitrile; at 20 ℃; for 0.583333h;

DOI:10.1055/s-2007-965878

Reference yield: 97.0%

4-Methylbenzyl alcohol (589-18-4) + 1,2-diamino-benzene (95-54-5) → 2-(p-tolyl)-1H-benzimidazole (120-03-6)

Guidance literature:

With tetrabutyl phosphonium bromide; In water; at 80 ℃; for 2h; Catalytic behavior;

DOI:10.1039/d0ra06471h

Reference yield: 96.0%

4-Methylbenzyl alcohol (589-18-4) + 2-nitro-aniline (88-74-4) → 2-(p-tolyl)-1H-benzimidazole (120-03-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In toluene; at 160 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1016/j.tetlet.2016.09.018

upstream raw materials:

1,2-bis-p-toluoylamino-benzene

N-(2-nitrophenyl)-4-methylbenzamide

4-methyl-benzaldehyde

1,2-diamino-benzene

Downstream raw materials:

1-butyl-2-(4-methylphenyl)benzimidazole

2-(4-methylphenyl)-1-phenyl-1H-benzo[d]imidazole

1-(4-methylbenzyl)-2-(4-methylphenyl)-1H-benzimidazole

Refernces

• 1、 Sharghi, Hashem,Asemani, Omid,Khalifeh, Reza. "New one-pot procedure for the synthesis of 2-substituted benzimidazoles". . p. 1128 - 1136. Retrieved 2008.
• 2、 Weerakkody, Chandima,Rathnayake, Dinithi,He, Junkai,Dutta, Biswanath,Kerns, Peter,Achola, Laura,Suib, Steven L.. "Enhanced Catalytic Properties of Molybdenum Promoted Mesoporous Cobalt Oxide: Structure-Surface-Dependent Activity for Selective Synthesis of 2-Substituted Benzimidazoles". . p. 528 - 537. Retrieved 2019.
• 3、 Hasanpour, Maede,Eshghi, Hossein,Bakavoli, Mehdi,Mirzaeia, Mahdi. "A novel ionic liquid based on imidazolium cation as an efficient and reusable catalyst for the one-pot synthesis of benzoxazoles, benzthiazoles, benzimidazoles and 2-arylsubstituted benzimidazoles". . p. 412 - 419. Retrieved 2015.
• 4、 Brahmachari, Goutam,Laskar, Sujay,Barik, Puspendu. "Magnetically separable MnFe2O4 nano-material: An efficient and reusable heterogeneous catalyst for the synthesis of 2-substituted benzimidazoles and the extended synthesis of quinoxalines at room temperature under aerobic conditions". . p. 14245 - 14253. Retrieved 2013.
• 5、 Garazhian, Zohreh,Rezaeifard, Abdolreza,Jafarpour, Maasoumeh. "A nanoscopic icosahedral {Mo72Fe30} cluster catalyzes the aerobic synthesis of benzimidazoles". . p. 34854 - 34861. Retrieved 2019.
• 6、 Kantharaju,Hiremath, Prashant B.. "One-pot, green approach synthesis of 2-aryl substituted benzimidazole derivatives catalyzed by water extract of papaya bark ash". . p. 1634 - 1638. Retrieved 2018.
• 7、 Lei, Min,Ma, Lei,Hu, Lihong. "One-pot synthesis of 1 H-benzimidazole derivatives using thiamine hydrochloride as a reusable organocatalyst". . p. 2981 - 2993. Retrieved 2012.
• 8、 Giri,Devi, B. L. A. Prabavathi,Gangadhar,Lakshmi, K. Vijaya,Prasad,Lingaiah,Prasad, P. S. Sai. "Simple and efficient method for the synthesis of benzimidazole derivatives using monoammonium salt of 12-tungstophosphoric acid". . p. 2331 - 2336. Retrieved 2007.
• 9、 Sajjadifar, Sami,Arzehgar, Zeinab,Ghayuri, Azadeh. "Zn3(BTC)2 as a Highly Efficient Reusable Catalyst for the Synthesis of 2-Aryl-1H-Benzimidazole". . p. 205 - 211. Retrieved 2018.
• 10、 Herrera Cano, Natividad,Uranga, Jorge G.,Nardi, Mónica,Procopio, Antonio,Wunderlin, Daniel A.,Santiago, Ana N.. "Selective and eco-friendly procedures for the synthesis of benzimidazole derivatives. The role of the Er(OTf)3 catalyst in the reaction selectivity". . p. 2410 - 2419. Retrieved 2016.