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10205-56-8

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10205-56-8 Usage

General Description

(4-Benzothiazol-2-yl-phenyl)-dimethyl-amine is a chemical compound with a complex molecular structure. It belongs to the class of organic compounds known as secondary arylamines, which are compounds containing a secondary amine group attached to an aryl group. This chemical is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and compounds. It is also used in the production of organic dyes and pigments, as well as in some industrial processes. The compound may have potential applications in research and development, particularly in the field of medicinal chemistry and material science. However, it is important to handle and use this chemical with caution due to its potential hazards and reactivity.

Check Digit Verification of cas no

The CAS Registry Mumber 10205-56-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,0,2,0 and 5 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 10205-56:
(7*1)+(6*0)+(5*2)+(4*0)+(3*5)+(2*5)+(1*6)=48
48 % 10 = 8
So 10205-56-8 is a valid CAS Registry Number.
InChI:InChI=1/C15H14N2S/c1-17(2)12-9-7-11(8-10-12)15-16-13-5-3-4-6-14(13)18-15/h3-10H,1-2H3

10205-56-8SDS

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 4-(1,3-benzothiazol-2-yl)-N,N-dimethylaniline

1.2 Other means of identification

Product number -
Other names -

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:10205-56-8 SDS

10205-56-8Relevant articles and documents

Visible-light-driven synthesis of 2-substituted benzothiazoles using CdS nanosphere as heterogenous recyclable catalyst

Das, Sudipto,Samanta, Suvendu,Maji, Swarup Kumar,Samanta, Partha Kumar,Dutta, Amit Kumar,Srivastava, Divesh N.,Adhikary, Bibhutosh,Biswas, Papu

, p. 1090 - 1096 (2013)

This Letter reports simple, green, and efficient synthesis of mesoporous CdS nanosphere (CdSNS) and its application as heterogeneous catalyst for the synthesis of 2-substituted benzothiazole. We report, for the first time, the synthesis of 2-substituted benzothiazoles from various aryl and alkyl aldehydes under visible light irradiation at room temperature. CdSNS catalyst generated in water demonstrates excellent catalytic activity for both the alkyl and aryl aldehydes, with good recyclability. The reaction yield is high for the electron-donating and electron withdrawing substituents as well as heterocyclic aldehydes with good turn over number (TON) and turnover frequency (TOF).

Metal-organic framework mediated expeditious synthesis of benzimidazole and benzothiazole derivatives through an oxidative cyclization pathway

Sankar, Velayudham,Karthik, Peramaiah,Neppolian, Bernaurdshaw,Sivakumar, Bitragunta

, p. 1021 - 1027 (2020)

Herein, we report the facile synthesis of various benzimidazoles and benzothiazoles by using the NH2-MIL-125(Ti) MOF as an efficient oxidant-free heterogeneous catalyst with good yield. Adsorption of the substrate on the NH2-MIL-125(Ti) MOF surface through electron deficient Ti4+ sites initiates the reaction. The broad substrate scope and high reusability of this catalyst are attractive for synthesis of a wide range of medicinally active benzimidazole and benzothiazole derivatives.

Bismuth nitrate as an efficient catalyst for the preparation of 2-arylbenzothiazole derivatives

Ghashang, Majid

, p. 1669 - 1674 (2014)

A simple and eco-friendly procedure for synthesis of 2-arylbenzothiazoles in high yields by cyclo-condensation reaction of 2-aminothiophenol and aldehydes in the presence of bismuth nitrate (Bi(NO3)3) as heterogeneous catalyst is des

Sulfamic acid as a recyclable and green catalyst for rapid and highly efficient synthesis of 2-arylbenzothiazoles in water at room temperature

Rostami,Yari

, p. 489 - 493 (2012)

2-Arylbenzothiazoles have been synthesized in water in good to excellent yield from direct condensation of various aromatic aldehydes with 2-aminothiophenol promoted by catalytic amount of sulfamic acid at room temperature. This method provides a simple,

Epichlorohydrin cross-linked β -cyclodextrin: An environmental method for the synthesis of 2-arylbenzothiazoles derivatives in water

El-Remaily, Mahmoud Abd El Aleem Ali Ali,Soliman, Ahmed M. M.

, p. 70 - 79 (2016)

In the present study, we report an environmentally benign synthesis of 2-arylbenzothiazoles derivatives from o-aminothiophenol and aldehydes in aqueous medium using β-cyclodextrin polymer as a catalyst and air as an oxidant. The polymer showed excellent c

Facile one-pot synthesis of 2-arylbenzothiazoles catalyzed by H3PO4/TiO2-ZrO2(1/1) under solvent-free conditions

Naeimi, Hossein,Heidarnezhad, Arash

, p. 594 - 603 (2016)

A highly efficient and simple protocol for the preparation of 2-arylbenzothiazoles through condensation of 2-aminothiophenol and different aldehydes in the presence of H3PO4/TiO2-ZrO2(1/1)-cetyl pyridinium bromi

Zirconium(IV) oxide chloride and anhydrous copper(II) sulfate mediated synthesis of 2-substituted benzothiazoles

Moghaddam, Firouz Matloubi,Ismaili, Hossein,Bardajee, Ghasem Rezanejade

, p. 136 - 141 (2006)

A simple, fast and efficient benign procedure has been developed for one-pot synthesis of 2-substituted benzothiazoles in the presence of zirconium(IV) oxide chloride octahydrate (ZrOCl2·8H 2O) and anhydrous copper(II) sulfate. The reaction of 2-aminothiophenol with aldehydes and anhydrides was carried out efficiently in solvent-free conditions with or without microwave irradiation, and adducts were produced in good to excellent yields.

Piperazinylpyrimidine modified MCM-41 for the ecofriendly synthesis of benzothiazoles by the simple cleavage of disulfide in the presence of molecular O2

Ray, Suman,Das, Paramita,Banerjee, Biplab,Bhaumik, Asim,Mukhopadhyay, Chhanda

, p. 72745 - 72754 (2015)

This is the first report of a sustainable and toxic metal free synthesis of benzothiazoles by the cleavage of ortho-aminothiophenol disulfide using a silica-supported heterogeneous catalyst in water in the presence of molecular O2 as a stoichiometric oxidant. For this purpose a new heterogeneous catalyst (MCM-PP) was synthesized by post synthesis grafting of 2-(piperazin-1-yl)pyrimidine functionalized organosilane onto MCM-41 mesoporous silica and it was characterized by BET surface area analysis, SAXRD, UHR TEM, CHN analysis, 13C CP MAS and 29Si MAS NMR. The reaction requires two different catalytic functions, i.e., an acidic one which is given by MCM-41 and a basic one, given by the organic base moiety anchored to the MCM-41. The greenness of the process was assured as water was exploited as the reaction medium and O2 from air as the stoichiometric oxidant. Furthermore the leaching of the active site can also be avoided as the organic moieties are covalently attached to the inorganic support. Standard leaching experiments proved that the reaction was heterogeneous with this recyclable catalyst.

Titanium Tetrabutoxide (TTBO) as Efficient Catalyst for Rapid One Pot Synthesis of 2-Arylbenzothiazoles under Mild Conditions

Naeimi, Hossein,Heidarnezhad, Arash

, p. 1004 - 1008 (2014)

An effective strategy has been developed for rapid and efficient one pot synthesis of 2-arylbenzothiazoles from readily available 2-aminothiophenol and aromatic aldehydes catalyzed by TTBO in high yields and short reaction times. This strategy allows acce

A modern and practical laccase-catalysed route suitable for the synthesis of 2-arylbenzimidazoles and 2-arylbenzothiazoles

Maphupha, Mudzuli,Juma, Wanyama P.,De Koning, Charles B.,Brady, Dean

, p. 39496 - 39510 (2018)

Heterocyclic aromatic compounds containing an imine (C═N) bond such as benzimidazoles and benzothiazoles are important active pharmaceutical ingredients. The synthesis of 2-aryl-1H-benzimidazoles and 2-arylbenzothiazoles in good to excellent yields was ac

Synthesis and photophysical properties of yellow-emitting iridium complexes. Effect of the temperature on the character of triplet emission

Ivanov,Stanimirov,Kaloyanova,Petkov

, p. 1501 - 1507 (2012)

The parent study includes synthesis end photophysical characterization of four new phosphorescent cyclometalated iridium (III) complexes. The cyclometaled ligands used here are 2-(4-chlorophenyl)benzo[d]thiazole, 2(4isopropylphenyl) benzo[d] thiazole, 2-(

Rare-earth metal chlorides as efficient catalysts for the simple and green synthesis of 1,2-disubstituted benzimidazoles and 2-substituted benzothiazoles under ultrasound irradiation

Zhang, Li-Jun.,Xia, Jing,Zhou, Yong-Qing,Wang, Hua,Wang, Shao-Wu.

, p. 328 - 336 (2012)

Under solvent-free and ultrasonic irradiation conditions, efficient methods for the synthesis of 1,2-disubstitued benzimidazoles and 2-substitued benzothiazoles by employing rare-earth metal chlorides as catalysts are described. The methods have the advan

Water-promoted dowex 50W catalyzed highly efficient green protocol for 2-arylbenzothiazole formation

Mukhopadhyay, Chhanda,Datta, Arup

, p. 91 - 95 (2009)

2-Aminothiophenol and a variety of aryl aldehydes were allowed to react in one-pot operation to give 2-aryl-benzothiazoles in excellent yields in the presence of Dowex 50W in water. Very high yields coupled with the ease of work-up procedure, formation of no side products, employment of "reusable" catalyst, and "green" synthesis in aqueous medium without maintaining anhydrous reaction conditions are the most important aspects of this methodology.

Role of graphene oxide as a heterogeneous acid catalyst and benign oxidant for synthesis of benzimidazoles and benzothiazoles

Dhopte, Kiran B.,Zambare, Rahul S.,Patwardhan, Anand V.,Nemade, Parag R.

, p. 8164 - 8172 (2016)

We report the synthesis of benzothiazoles and benzimidazoles using graphene oxide as an effective catalyst with good yields and easy recyclability. Graphene oxide plays the dual role of a metal-free acid catalyst and an oxidizing agent. The mechanism of a

A novel method for the synthesis of benzothiazole heterocycles catalyzed by a copper-DiAmSar complex loaded on SBA-15 in aqueous media

Mohammadi, Marzieh,Bardajee, Ghasem Rezanejade,Pesyan, Nader Noroozi

, p. 62888 - 62894 (2014)

Cu(ii)-DiAmSar complex functionalized mesoporous SBA-15 silica support was employed for the synthesis of benzothiazole heterocycles in aqueous media as a green solvent with excellent yields. The resulting novel catalyst is extraordinarily stable and inhib

Bakers' yeast catalyzed synthesis of benzothiazoles in an organic medium

Pratap, Umesh R.,Mali, Jyotirling R.,Jawale, Dhanaji V.,Mane, Ramrao A.

, p. 1352 - 1354 (2009)

The cyclocondensation of 2-aminothiophenol and aldehydes has been carried out in dichloromethane using bakers' yeast as a catalyst for obtaining 2-aryl/heteryl benzothiazoles in good yields.

Reusable proline-based ionic liquid catalyst for the simple synthesis of 2-arylbenzothiazoles in a biomass medium

Yu, Zhi-Yu,Fang, Qiu-Sheng,Zhou, Jia,Song, Zhi-Bin

, p. 2035 - 2045 (2016)

A simple, efficient, and eco-friendly aerobic procedure for synthesis of 2-substituted benzothiazoles catalyzed by facile prepared [N2222][Pro] in a biomass medium (ethyl lactate) has been developed. The reactions afford the target 2-arylbenzot

An efficient procedure for the synthesis of benzoxazole and benzothiazole derivatives using a H2O2/SiO2-FeCl3 system

Mosslemin, Mohammad Hossein,Fazlinia, Abbas

, p. 2165 - 2170 (2010)

A series of benzoxazole and benzothiazoles was readily prepared from the reaction of ortho-aminophenol/ortho-aminothiophenol and aldehydes using solid silica supported ferric chloride (SiO2-FeCl3) as catalyst followed by oxidation with H2O2 under ambient conditions. Some of advantages of this method are a simple and convenient procedure, easy purification, and shorter reaction times. Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright Taylor & Francis Group, LLC.

Efficient 2,4,6-trichloro-1,3,5-triazine-catalyzed synthesis of 2-arylbenzothiazoles and bisbenzothiazoles by condensation of 2-aminithiophenol with aldehydes under mild conditions

Maleki, Behrooz,Azarifar, Davood,Hojati, Seyede Fateme,Veisi, Hojat,Gholizadeh, Mostafa,Salehabadi, Hafezeh,Moghadam, Mona Khodaverdian

, p. 449 - 453 (2011)

2,4,6-Trichloro-1,3,5-triazine efficiently catalyzed the condensation reactions between 2-aminothiophenol and aromatic aldehydes to afford 2-arylbenzothiazolles in good-to-excellent yields. Simple and mild reaction conditions, the use of a cheap catalyst

Novel synthesis of 2-arylbenzothiazoles

Shirinian,Melkova,Belen'kii,Krayushkin

, p. 1859 - 1862 (2000)

A new method for the synthesis of 2-arylbenzothiazoles by the reaction of dibenzyl disulfides with o-aminothiophenol is suggested. A possible mechanism of the new transformation is discussed. 2-Phenylbenzothiazole can also be prepared by reactions of o-aminothiophenol with benzyl mercaptane or sodium benzyl thiosulfate.

Efficient synthesis of benzothiazole derivatives by reaction of bis(2-aminophenyl) disulfides with aldehydes mediated by NaSH under microwave irradiation

Liu, Lei,Zhang, Fa,Wang, Hongliang,Zhu, Ning,Liu, Bo,Hong, Hailong,Han, Limin

, p. 464 - 468 (2017)

2-Substituted benzothiazoles were synthesized through condensation of bis(2-aminophenyl) disulfides with arylaldehydes catalyzed by inexpensive NaSH in PEG-300 and assisted by low energy microwave irradiation(25?W). Various 2-substitutedbenzothiazoles were obtained in moderate to high yields after simple post-reaction processing including adding distilled water, filtrating, and drying. Moreover, it was found that the S-S bond of the disulfide was reduced by NaSH and also by the intermediate benzothiazoline.

Synergism in semiconducting nanocomposites: Visible light photocatalysis towards the formation of C-S and C-N bonds

Wade, Anil R.,Pawar, Hari R.,Biware, Megha V.,Chikate, Rajeev C.

, p. 3879 - 3888 (2015)

A simple, facile and visible light driven photochemical synthesis of 2-substituted benzothiazoles and 2-substituted benzimidazoles is achieved with CdSe nanocomposites as a photocatalyst. These nanocomposites are prepared by the molecular self assembly of 2-3 nm sized zinc blende CdSe phase within the layers of montmorillonite (MMT) through intercalation forming lamellar structure. CdSe/MMT exhibits excellent photocatalytic activity towards the synthesis of benzazoles using aliphatic, aromatic and heterocyclic aldehydes with better yields, and the efficiency is retained up to five cycles. XRD, XPS and Raman analyses of fresh and used CdSe/MMT reveal the passivation of structural defects due to the formation of a thin layer of CdO on the photocatalyst surface. The mixed phase of CdSe-CdO facilitates the generation of a hetero-junction on the CdSe/MMT surface, which is beneficial for photostability and sustainability. This process is also efficient under solar light and provides easy product isolation on the gram scale. Thus, it may be regarded as a greener methodology for the synthesis of bioactive scaffolds with excellent yields and high chemoselectivity using a tailor-made photocatalyst.

Lithium bromide catalyzed efficient and convenient synthesis of 2-arylbenzothiazole derivatives

Gill, Charansingh H.,Nikam, Mukesh D.,Mahajan, Pravin S.,Chate, Asha V.,Dabhade, Sanjay K.,Badadhe, Pravin V.

, p. 7509 - 7516 (2015)

A new and efficient protocol was developed for synthesis of benzothiazoles using lithium bromide as catalyst under environmentally friendly conditions. The developed synthetic protocol represents a novel and very simple route for preparation of 2-substitu

Eco-friendly synthesis of 2-substituted benzothiazoles catalyzed by silica sulfuric acid

Chen, Guo Feng,Zhang, Li Yan,Jia, Hui Ming,Chen, Bao Hua,Li, Ji Tai,Wang, Shu Xiang,Bai, Guo Yi

, p. 2077 - 2086 (2013)

2-Substituted benzothiazoles have been synthesized via one-pot reaction from aromatic aldehydes and o-aminothiophenol catalyzed by silica sulfuric acid in absolute methanol at room temperature. The remarkable advantages offered by this method are an envir

Copper(II)-diaminosarcophagine-functionalized SBA-15: A heterogeneous nanocatalyst for the synthesis of benzimidazole, benzoxazole and benzothiazole derivatives under solvent-free conditions

Bardajee, Ghasem Rezanejade,Mohammadi, Marzieh,Kakavand, Nahale

, p. 51 - 58 (2016)

Solvent-free organic reactions were studied over periodic mesoporous silica (SBA-15) containing a Cu(II) organometallic complex. This heterogeneous catalyst was achieved by coordination of Cu(II) ions with the diaminosarcophagine ligand and then its grafting onto the surface of SBA-15. This catalyst displayed ordered mesoporous channels, which implies an extremely high dispersion of the Cu(II) complex and the convenient diffusion of reactant molecules into the pore channels. Therefore, this catalyst can offer high activity and also facile separation or recycling when compared with its homogeneous counterparts.

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.].

Fast and high-efficiency synthesis of 2-substituted benzothiazoles via combining enzyme catalysis and photoredox catalysis in one-pot

Yang, Zeng-Jie,Gong, Qing-Tian,Yu, Yuan,Lu, Wei-Fan,Wu, Zhe-Ning,Wang, Na,Yu, Xiao-Qi

supporting information, (2021/01/14)

An efficient and green method, combining enzymatic and visible-light catalysis for synthesis of the widely applicable 2-substituted benzothiazoles, has been developed. This method features a relay catalysis protocol consisting of biocatalytic promiscuity

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