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4-(1,3-dihydro-2H-benzimidazol-2-ylidene)-2-methoxycyclohexa-2,5-dien-1-one is a complex organic compound with a molecular formula of C14H13N2O3. It features a benzimidazole moiety, which is a heterocyclic aromatic ring system consisting of a benzene ring fused to an imidazole ring. The compound also contains a cyclohexa-2,5-dien-1-one structure, which is a cyclic compound with a diene (two carbon-carbon double bonds) and a ketone group. Additionally, it has a methoxy group attached to the cyclohexa-2,5-dien-1-one ring. This chemical is known for its potential applications in pharmaceuticals and materials science, particularly in the development of new drugs and functional materials. Its synthesis and properties are of interest to researchers in organic chemistry and medicinal chemistry.

7404-01-5

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7404-01-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7404-01-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,4,0 and 4 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7404-01:
(6*7)+(5*4)+(4*0)+(3*4)+(2*0)+(1*1)=75
75 % 10 = 5
So 7404-01-5 is a valid CAS Registry Number.

7404-01-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(1,3-dihydrobenzimidazol-2-ylidene)-2-methoxycyclohexa-2,5-dien-1-one

1.2 Other means of identification

Product number -
Other names 4-(1H-Benzoimidazol-2-yl)-2-methoxy-phenol

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

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7404-01-5 SDS

7404-01-5Downstream Products

7404-01-5Relevant academic research and scientific papers

A novel 4-(1H-benzimidazol-2-yl)-2-methoxy-phenol derived fluorescent sensor for determination of CN– ion

Rahmawati, R.,Purwono, B.,Matsjeh, S.

, p. 1959 - 1962 (2017)

A novel fluorescent sensor 4-(1H-benzimidazol-2-yl)-2-methoxy-phenol derivative was synthesized. Solution of 4-(1H-benzimidazol-2-yl)-2-methoxy-phenol (1 × 10–7 M) in DMSO displays highly sensitives and rapid respons to CN– ion [valu

[Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)]: Synthesis, crystal structure, catalytic activity and DFT study

Brahman, Dhiraj,Chhetri, Sailesh,Kamath, Amarjit,McArdle, Patrick,Sinha, Biswajit

, (2021/09/04)

Metal-organic hybrid complexes often exhibit large surface area, pore volume, fascinating structures and potential applications including catalytic applications. Hence a new metal-organic hybrid complex [Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)] was synthesized using conventional method. Physico-chemical characterization of the complex was performed with FTIR spectroscopy, single crystal X-ray diffraction, TGA, EPR and FESEM. Single crystal X-ray diffraction study suggests it to be three dimensional with space group P212121 (orthorhombic). The crystal achieves its three-dimensional structure and stability through extensive intermolecular hydrogen bonding. Hirshfeld surface analysis, catalytic activity and DFT study of the complex was also performed. The synthesized complex acts as good catalyst in benzimidazole synthesis with good recyclability as catalyst up to 5th run.

Synthesis of novel benzimidazoles at room temperature, under solvent-free condition and their biological studies

Gulati, Susheel,Singh, Rajvir,Sangwan, Suman,Rana, Suprita

, p. 167 - 179 (2020/08/05)

Abstract: An efficient and facile synthesis of substituted novel benzimidazoles (3a–3h) mediated by fruit juices viz. Cocos nucifera L. juice, Citrus limetta juice and Citrus sinensis L. juice, via condensation of substituted aldehydes (1a–1h) and o-pheny

Ionic liquid-immobilized hybrid nanomaterial: an efficient catalyst in the synthesis of benzimidazoles and benzothiazoles via anomeric-based oxidation

Bodaghifard, Mohammad Ali,Shafi, Saeideh

, p. 677 - 687 (2020/09/18)

Abstract: In this study, a novel ionic liquid immobilized on silica-coated cobalt-ferrite magnetic nanoparticles. This novel hybrid nanostructure (CoFe2O4@SiO2@PAF-IL) was characterized by various microscopic and spectroscopic techniques including Fourier transformation infrared spectroscopy (FT–IR), X-ray powder diffraction (XRD), field emission scanning electron microscopy (SEM), the electron-dispersive X-ray spectroscopy (EDS), vibrating sample magnetometer (VSM), and thermogravimetric analysis (TGA/DTG). The catalytic activity of prepared nanomaterial was considered in the synthesis of the benzothiazole and benzimidazole derivatives. This method has several advantages such as good to excellent yields, short reaction times, solvent-free and environmentally-benign conditions, and simple work-up. Besides, nanocatalyst can be easily separated from the reaction mixture with the external magnetic field and reused several times without any loss of its catalytic activity. Graphic abstract: [Figure not available: see fulltext.].

Synthesis, antimicrobial evaluation and molecular docking of some potential 2,6-disubstituted 1h-benzimidazoles; non-classical antifolates

Harer, Sunil,Bhatia, Manish,Kawade, Vikram

, p. 813 - 832 (2019/11/02)

Background: Dihydrofolate reductase is one of the important enzymes for thymidylate and purine synthesis in micro-organisms. A large number of drugs have been designed to inhibit microbial DHFR but over the period of time, some drugs have developed resist

Metal-free selective synthesis of 2-substituted benzimidazoles catalyzed by Br?nsted acidic ionic liquid: Convenient access to one-pot synthesis of N-alkylated 1,2-disubstituted benzimidazoles

Senapak, Warapong,Saeeng, Rungnapha,Jaratjaroonphong, Jaray,Promarak, Vinich,Sirion, Uthaiwan

, p. 3543 - 3552 (2019/05/29)

A novel efficient method for the selective synthesis of 2-substituted benzimidazoles is described through condensation reaction of o-phenylenediamines with a wide rang of aliphatic, aromatic and heteroaromatic aldehyde substrates using Br?nsted acidic ionic liquid as a reusable catalyst under metal-free conditions at ambient temperature. Notably, Dodecylimidazolium hydrogen sulfate ([DodecIm][HSO4]) is the most efficient catalyst for good to excellent yields of the corresponding products (up to 98%). Subsequently, this protocol was successfully applied for the preparation of N-alkylated 1,2-disubstituted benzimidazoles in high to excellent yields via sequential one-pot reaction. In addition, catalysts are recycled at least four times without significant loss in activity.

Green synthesis of benzimidazole derivatives under ultrasound irradiation using Cu-Schiff base complexes embedded over MCM-41 as efficient and reusable catalysts

Bharathi, M.,Indira, S.,Induja, E.,Mahalakshmi, T.,Shamuga Bharathi, K.,Vinoth, G.

, (2020/03/19)

We have synthesized two recoverable catalysts by covalently attaching complexes such as Cu-complex-phen and Cu-complex-bipy on MCM-41 through a greener synthetic route. FT-IR, EDX, SEM and TEM microscopy, XRD analysis, N2 adsorption and desorpt

Additive- and Oxidant-Free Expedient Synthesis of Benzimidazoles Catalyzed by Cobalt Nanocomposites on N-Doped Carbon

Wang, Zhaozhan,Song, Tao,Yang, Yong

supporting information, p. 319 - 324 (2019/02/12)

A one-pot direct synthesis of a wide range of biologically active benzimidazoles through coupling of phenylenediamines and aldehydes catalyzed by a highly recyclable nonnoble cobalt nanocomposite was developed. A broad set of benzimidazoles can be efficiently synthesized in high yields and with good functional-group tolerance under additive- and oxidant-free mild conditions. The catalyst can be easily recycled for successive uses, and the process permits gram-scale syntheses of benzimidazoles.

An efficient NaHSO3-promoted protocol for chemoselective synthesis of 2-substituted benzimidazoles in water

Jiang, Yu-Qin,Jia, Shu-Hong,Li, Xi-Yong,Sun, Ya-Min,Li, Wei,Zhang, Wei-Wei,Xu, Gui-Qing

, p. 1265 - 1276 (2019/01/28)

An efficient protocol for chemoselective synthesis of 2-substituted benzimidazoles from a variety of aliphatic/aromatic/ heteroaryl aldehydes and o-phenylenediamine derivatives promoted by NaHSO3 in water had been developed. The amount of NaHSO3 had a great effect on the reaction selectivity of 2-substituted benzimidazole and 1,2-disubstituted benzimidazole when the reaction was carried out in water. When the amount of the NaHSO3 was more than 11 equivalents, the 2-substituted benzimidazole could be highly selectively formed as the sole product. NaHSO3 was firstly reacted with aldehyde to form the aldehyde sodium bisulfite, which reacted with o-phenylenediamine to form the 2-substituted benzimidazole and inhibited the formation of 1,2-disubstituted benzimidazole. This protocol solved the poor selectivity problem appearing in traditional method when cyclocondensation between o-phenylenediamine and aldehydes. The method also had advantage of simple work up by filtrating the single 2-substituted benzimidazole precipitates from reaction mixture at the end of the reaction without further purification. In addition, the method was applicable to both electron-rich and electron-poor starting materials, which was successfully used for synthesizing nine novel 2-substituted benzimidazole derivatives containing a 1,2,3-triazole moiety. They were characterized by NMR, IR and HRMS spectrum. Moreover, this method had been applied to a large scale synthesis of 2-substituted benzimidazole derivatives.

A novel synthesis of 2-arylbenzimidazoles in molecular sieves-MeOH system and their antitubercular activity

Chaturvedi, Amit K.,Verma, Amit Kumar,Thakur, Jay Prakash,Roy, Sudeep,Bhushan Tripathi, Shashi,Kumar, Balagani Sathish,Khwaja, Sadiya,Sachan, Naresh K.,Sharma, Ashok,Chanda, Debabrata,Shanker, Karuna,Saikia, Dharmendra,Negi, Arvind S.

, p. 4551 - 4559 (2018/08/11)

Arylbenzimidazoles have been synthesized as antimycobacterial agents. An efficient synthesis has been developed for 2-arylbenzimidazoles from o-phenylenediamines and aromatic aldehydes in molecular sieves-methanol system. The methodology is straightforward to get 2-arylbenzimidazoles (3a–3z) in excellent yields with high chemoselectivity over 2-aryl-1-benzylbenzimidazoles (4a–4z). All these benzimidazole analogues were evaluated against M. tuberculosis in BACTEC radiometric assay. The compounds 4y and 4z exhibited potential antitubercular activity against M. tuberculosis H37RV, MIC at 16 μM and 24 μM respectively. The best compound of the series i.e. compound 4y was well tolerated by Swiss-albino mice in acute oral toxicity. Compound 4y possessing a diarylbenzimidazole core, can further be optimized for better activity.

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