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120-03-6

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120-03-6 Usage

General Description

2-(4-methylphenyl)-1H-benzimidazole is a chemical compound with the molecular formula C14H12N2. It is a benzimidazole derivative with a methyl substitution on the phenyl ring, giving it a molecular weight of 208.26 g/mol. 2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE has potential biological activities and is studied for its potential pharmacological applications. Its structure and properties make it suitable for use as a pharmaceutical intermediate, particularly in the synthesis of new drugs and biologically active compounds. Additionally, it has been identified as a potential anticancer and antifungal agent in various research studies.

Check Digit Verification of cas no

The CAS Registry Mumber 120-03-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,2 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 120-03:
(5*1)+(4*2)+(3*0)+(2*0)+(1*3)=16
16 % 10 = 6
So 120-03-6 is a valid CAS Registry Number.
InChI:InChI=1/C14H12N2/c1-10-6-8-11(9-7-10)14-15-12-4-2-3-5-13(12)16-14/h2-9H,1H3,(H,15,16)

120-03-6 Well-known Company Product Price

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  • Alfa Aesar

  • (H58894)  2-(4-Methylphenyl)benzimidazole, 97%   

  • 120-03-6

  • 2g

  • 2020.0CNY

  • Detail
  • Alfa Aesar

  • (H58894)  2-(4-Methylphenyl)benzimidazole, 97%   

  • 120-03-6

  • 10g

  • 8081.0CNY

  • Detail

120-03-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(4-Methylphenyl)benzimidazole

1.2 Other means of identification

Product number -
Other names 2-(4-METHYLPHENYL)-1H-BENZIMIDAZOLE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

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More Details:120-03-6 SDS

120-03-6Relevant articles and documents

Sulfonic-acid-functionalized activated carbon made from tea leaves as green catalyst for synthesis of 2-substituted benzimidazole and benzothiazole

Goswami, Mridusmita,Dutta, Mintu Maan,Phukan, Prodeep

, p. 1597 - 1615 (2018)

Abstract: A simple and efficient procedure for synthesis of 2-substituted benzimidazole and benzothiazole has been developed by using sulfonic-acid-functionalized activated carbon as heterogeneous catalyst. The activated material was prepared from matured tea leaf in presence of phosphoric acid as activating agent. The final catalyst was prepared by anchoring –SO3H group on the surface of the activated carbon. The catalyst could be easily recovered and reused for more than three catalytic cycles without significant loss in catalytic activity. The catalytic performance of the catalyst was found to be superior to that of a similar catalyst prepared from montmorillonite K10. Graphical Abstract: [Figure not available: see fulltext.].

Synthesis of 2-Substituted benzimidazoles catalyzed by FeCl 3/Al2O3 under ultrasonic irradiation

Chen, Guo-Feng,Dong, Xiao-Yun,Meng, Fan-Zhu,Chen, Bao-Hua,Li, Ji-Tai,Wang, Shu-Xiang,Bai, Guo-Yi

, p. 464 - 469 (2011)

2-substituted benzimidazoles have been synthesized in a single pot from aromatic aldehydes and ophenylenediamine catalyzed by FeCl3/Al 2O3 in DMF under ultrasonic irradiation and afforded good yields in a short period of t

Reusable nano-zirconia-catalyzed synthesis of benzimidazoles and their antibacterial and antifungal activities

Ahmad, Naushad,Ahmed, Faheem,Albalawi, Fadwa,Alomar, Suliman Yousef,Basaveswara Rao, M. V.,Cheedarala, Ravi Kumar,Naidu, Tentu Manohra,Rao, Nalla Krishna,Rao, Tentu Nageswara,Reddy, G. Rajasekhar

, (2021)

In this article, a zirconia-based nano-catalyst (Nano-ZrO2 ), with intermolecular C-N bond formation for the synthesis of various benzimidazole-fused heterocycles in a concise method is reported. The robustness of this reaction is demonstrated

Cobalt ferrite magnetic nanoparticles as highly efficient catalyst for the mechanochemical synthesis of 2-aryl benzimidazoles

Borade, Ravikumar M.,Jadhav, K. M.,Kale, Swati B.,Pawar, Rajendra P.,Tekale, Sunil U.

, (2021)

A highly efficient magnetically separable nano cobalt ferrite catalyst was synthesized via the sol-gel auto combustion method, characterized by powder XRD, SEM, TEM, UV–Visible, FT-IR, magnetic study, and BET isotherm analysis. The synthesized material was found to be an efficient heterogeneous Lewis acid catalyst for the synthesis of 2-aryl benzimidazole derivatives via solvent-free mechanochemical synthesis. The notable features of this new protocol include solvent-free reaction, cost-effectiveness, good yields, and environmental friendliness to afford the products within a short reaction time along with easy recovery and reuse of the nano catalyst.

Green synthesis of privileged benzimidazole scaffolds using active deep eutectic solvent

Gioia, Maria Luisa Di,Cassano, Roberta,Costanzo, Paola,Cano, Natividad Herrera,Maiuolo, Loredana,Nardi, Monica,Nicoletta, Fiore Pasquale,Oliverio, Manuela,Procopio, Antonio

, (2019)

The exploitation and use of alternative synthetic methods, in the face of classical procedures that do not conform to the ethics of green chemistry, represent an ever-present problem in the pharmaceutical industry. The procedures for the synthesis of benzimidazoles have become a focus in synthetic organic chemistry, as they are building blocks of strong interest for the development of compounds with pharmacological activity. Various benzimidazole derivatives exhibit important activities such as antimicrobial, antiviral, anti-inflammatory, and analgesic activities, and some of the already synthesized compounds have found very strong applications in medicine praxis. Here we report a selective and sustainable method for the synthesis of 1,2-disubstituted or 2-substituted benzimidazoles, starting from o-phenylenediamine in the presence of different aldehydes. The use of deep eutectic solvent (DES), both as reaction medium and reagent without any external solvent, provides advantages in terms of yields as well as in the work up procedure of the reaction.

Mild, one-pot preparation of 2-substituted benzimidazoles from organic halides

Br?tulescu, George

, p. 811 - 817 (2017)

Alkyl halides are feasibly transformed into benzimidazoles by a domino reaction under solvent-free conditions. The organic halides react with o-phenylenediamines in stoichiometric amounts in the presence of pyridine-N-oxide to produce the desired substituted benzimidazoles. This domino synthesis does not require catalysts. The synthesis occurs in dry medium and the environmental impact is minimal. The method provides products without intermediate separation. A mechanism of benzimidazole synthesis is also proposed.

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Belyaev et al.

, (1970)

-

1,3,5-Trimethylpyrazolium chloride based ionogel as an efficient and reusable heterogeneous catalyst for the synthesis of benzimidazoles

Sharma, Pankaj,Gupta, Monika

, p. 61 - 65 (2016)

A new approach for the synthesis of benzimidazoles using ionogel under solvent-free conditions is reported. Catalytic activity of ionogel was compared with silica coated with ionic liquid (silica-IL) and it was found that ionogel is highly active compared to silica-IL for the synthesis of benzimidazoles. Moreover, ionogel was recyclable for the synthesis of benzimidazoles. [Figure not available: see fulltext.]

Mesoporous molecular sieve MCM-41 as a novel and efficient catalyst to synthesis of 2-substituted benzimidazoles

Heravi, Majid M.,Baghernejad, Bita,Oskooie, Hossein A.,Malakooti

, p. 1129 - 1132 (2008)

o-Phenylenediamine derivatives readily react with benzoyl chloride derivatives in the presence of MCM-41 as catalyst to yield 2-substituted benzimidazoles in very good yields.

Catalytic activity of Co(II) Salen&at;KCC-1 on the synthesis of 2,4,5-triphenyl-1H-imidazoles and benzimidazoles

Ali Nasseri, Mohammad,Allahresani, Ali,Naghdi, Elaheh

, (2020)

The synthesis, reactions and biological properties of imidazoles and benzimidazole make up the bulk of the ring chemistry. In this study, the reaction between different types of aromatic aldehydes and ammonium acetate with diphenylethanedione, in ethanol solvent, using the Co(II) Salen complex&at;KCC-1 catalyst which is produced from Co (II) complex which is supported onto the KCC-1 was studied. The results showed that the products were synthesized in good to excellent yields. The products were identified with IR and NMR spectroscopy. Also, the catalyst was identified by FT-IR, TGA, TEM, and XRD. Finally, the catalyst was reused several times without lack of catalytic activity.

Green synthesis of benzimidazole derivatives catalyzed by ionic liquid under microwave irradiation

Qin, Mingcong,Fu, Yujie,Wang, Xiqing,Zhang, Yuhang,Ma, Weidong

, p. 1553 - 1559 (2014)

An efficient synthesis of benzimidazole derivatives from o-phenylene diamine and substituted aromatic aldehyde catalyzed by ionic liquid under microwave irradiation was reported. The synthesis conditions were first optimized by single factor experiments. Then, a central composite design combined with response surface methodology was used to study the most effective factors. Optimal conditions were synthesis time 1 h, the reactant/catalyst molar ratio 1:1:0.200, the temperature 50 °C and the microwave power 500 W. Under optimized conditions, the yields of benzimidazole derivatives were 78.55-97.66 %. This method offered the outstanding advantages, such as faster reaction rate, higher yields, recyclable catalyst, environmental friendliness, and simple workup procedure.

Nanoporous aluminosilicate catalyst with 3D cage-type porous structure as an efficient catalyst for the synthesis of benzimidazole derivatives

Chari, Murugulla A.,Shobha,Kenawy, El-Refaie,Al-Deyab, Salem S.,Reddy, B.V. Subba,Vinu, Ajayan

, p. 5195 - 5199 (2010)

Herein we demonstrate for the first time, the synthesis of benzimidazoles through the coupling of aldehydes with o-phenylenediamine by using highly acidic nanoporous aluminosilicate with 3D structure and cage-type pores as the catalyst. The catalyst resulted in excellent yields in short reaction times presumably due to its high acidity, large pore diameter, high surface area, and cage-type 3D porous structure.

Copper-catalyzed C(sp2)-H amidation with azides as amino sources

Peng, Jiangling,Xie, Zeqiang,Chen, Ming,Wang, Jian,Zhu, Qiang

, p. 4702 - 4705 (2014)

A copper-catalyzed C-H amidation process, with azides as amino sources under oxidant-free conditions, has been developed. When N-heterocycles were employed as directing groups, sulfonylazide and benzoylazide could be used as amidating reagents to provide corresponding N-arylamides. When amidines or imine were used, tandem C-N/N-N bond formation occurred to afford indazole derivatives in one pot.

Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: Selective synthesis of substituted benzimidazoles and quinoxalines

Bera, Atanu,Sk, Motahar,Singh, Khushboo,Banerjee, Debasis

, p. 5958 - 5961 (2019)

The first nickel-catalysed dehydrogenative coupling of primary alcohols and ethylene glycol with aromatic diamines for selective synthesis of mono- and di-substituted benzimidazoles and quinoxalines is reported. The earth-abundant, non-precious and simple NiCl2/L1 system enables the synthesis of N-heterocycles releasing water and hydrogen gas as byproducts. Mechanistic studies involving deuterium labeling experiments and quantitative determination of hydrogen gas evaluation were performed.

Aerobic photooxidative synthesis of benzimidazoles from aromatic aldehydes and diamines using catalytic amounts of magnesium iodide

Nagasawa, Yoshitomo,Matsusaki, Yoko,Hotta, Toshiyuki,Nobuta, Tomoya,Tada, Norihiro,Miura, Tsuyoshi,Itoh, Akichika

, p. 6543 - 6546 (2014)

This Letter proposes a safe, mild, and environmentally benign method for the synthesis of benzimidazoles from aromatic aldehydes and diamines by aerobic photooxidation using irradiation with visible light, a catalytic amount of magnesium iodide, which serves as both a Lewis acid and an oxidant, and molecular oxygen as the terminal oxidant.

Design, preparation, biological investigations and application of a benzoguanamine-based nickel complex for the synthesis of benzimidazoles

Habibi, Davood,Heydari, Somayyeh,Karamian, Roya,Oliaei, Sajjad,Ranjbar, Nika

, (2022/01/19)

The new magnetic-supported benzoguanamine-based nickel complex was prepared, characterized by various procedures and used as a capable heterogeneous nano-catalyst for the synthesis of diverse 2-phenyl-1H-benzo[d]imidazoles from the reaction o-phenylenedia

Synthesis and evaluation of 2-aryl-1H-benzo[d]imidazole derivatives as potential microtubule targeting agents

Lee, Jung-Seop,Nimse, Satish Balasaheb,Shinde, Pramod B.,Song, In-ho,Song, Keum-soo,Warkad, Shrikant Dashrath,Yeom, Gyu Seong

, (2022/01/20)

Microtubule targeting agents (MTAs) are the potential drug candidates for anticancer drug discovery. Disrupting the microtubule formation or inhibiting the de-polymerization process by a synthetic molecule can lead to an excellent anticancer drug candidat

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