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2-Benzyl-5-chlorobenzo[d]thiazole is a chemical compound with the molecular formula C14H10ClNS. It is a derivative of benzo[d]thiazole, a heterocyclic aromatic compound consisting of a benzene ring fused to a thiazole ring. The presence of a chlorine atom at the 5-position and a benzyl group at the 2-position distinguishes 2-benzyl-5-chlorobenzo[d]thiazole from its parent structure. This specific arrangement of atoms endows 2-benzyl-5-chlorobenzo[d]thiazole with unique chemical properties, making it potentially useful in various applications, such as in the synthesis of pharmaceuticals, agrochemicals, or as a building block in organic chemistry. Its chemical structure and functional groups can influence its reactivity, solubility, and interaction with other molecules, which are critical factors in determining its utility in different fields.

1857-54-1

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1857-54-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1857-54-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,8,5 and 7 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 1857-54:
(6*1)+(5*8)+(4*5)+(3*7)+(2*5)+(1*4)=101
101 % 10 = 1
So 1857-54-1 is a valid CAS Registry Number.

1857-54-1Relevant academic research and scientific papers

S 8-Mediated Cyclization of Bis(2-aminophenyl) Disulfide/Diselenide with Arylacetylenes/Styrenes: Access to 2-(Arylmethyl)-1,3-benzothiazoles/benzoselenazoles

Gan, Haifeng,Feng, Caojian,Zhao, Lihuan,Cao, Mengru,Wu, Hongli

supporting information, p. 70 - 75 (2021/11/17)

A novel S8-mediated approach to benzothiazoles/benzoselenazoles from bis(2-aminophenyl) disulfides/diselenides and phenylacetylenes or styrenes has been developed. 2-(Arylmethyl)-1,3-benzoselenazoles were comprehensively synthesized for the first time. The reactions proceeded in moderate to excellent yields, and with a gramscale application.

Elemental Sulfur-Promoted Benzoxazole/Benzothiazole Formation Using a C=C Double Bond as a One-Carbon Donator

Chen, Xuecheng,Han, Shiqing,Hu, Liang,Liu, Yafei,Luo, Yue,Pan, Bin,Peng, Yalan,Zhang, Jun,Zhang, Yurong

, p. 14485 - 14492 (2021/11/12)

An efficient method to assemble diverse benzoxazoles/benzothiazoles in good yields was developed via oxidative cyclization with 2-aminothiophenols or 2-iodoanilines as raw materials. In this protocol, elemental sulfur was used as the effective oxidant and C atoms on the C=C double bond were introduced as a one-carbon donator.

Method for synthesizing 2-substituted benzothiazole by one-pot method

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Paragraph 0193-0198, (2020/03/09)

The invention relates to a method for synthesizing 2-substituted benzothiazole by a one-pot method. The preparation method comprises the following specific steps: dissolving a 2-Iodoaniline compound,a styrene compound, elemental sulfur, an alkaline medium

An efficient synthesis of benzothiazole using tetrabromomethane as a halogen bond donor catalyst

Kazi, Imran,Sekar, Govindasamy

, p. 9743 - 9756 (2019/12/02)

An efficient and mild protocol has been developed for the synthesis of 2-substituted benzothiazole under solvent- and metal-free conditions using CBr4 as the catalyst. This process involves the activation of a thioamide through halogen bond formation between the sulphur atom of the thioamide and bromine atom of the CBr4 molecule. The presence of halogen-bonding interaction between N-methylthioamides and tetrabromomethane has been demonstrated with several control experiments, spectroscopic analysis and density functional theory (DFT). This methodology has a wide substrate scope for the synthesis of both 2-alkyl and 2-aryl substituted benzothiazoles.

Elemental sulfur mediated 2-substituted benzothiazole formation from 2-aminobenzenethiols and arylacetylenes or styrenes under metal-free conditions

Li, Guozheng,Jiang, Jingjing,Zhang, Feng,Xiao, Fuhong,Deng, Guo-Jun

supporting information, p. 10024 - 10028 (2017/12/26)

An oxidative cyclization of 2-aminothiophenols and arylacetylenes or styrenes for the synthesis of 2-alkylbenzothiazoles and 2-acylbenzothiazoles has been developed. Elemental sulfur was used as the effective oxidant to give the corresponding product in g

Elemental sulfur mediated synthesis of benzoxazoles, benzothiazoles and quinoxalines: Via decarboxylative coupling of 2-hydroxy/mercapto/amino-anilines with cinnamic acids

Guntreddi, Tirumaleswararao,Vanjari, Rajeshwer,Kumar, Saurabh,Singh, Rahul,Singh, Neetu,Kumar, Promod,Singh, Krishna Nand

, p. 81013 - 81016 (2016/09/09)

An easy and practical method has been developed for the synthesis of 2-benzylbenzoxazoles and 2-benzylbenzothiazoles using sulfur mediated decarboxylative coupling of cinnamic acids with 2-hydroxyanilines and 2-mercaptoanilines respectively under metal- and solvent-free conditions. However, the reaction of 2-aminoanilines with cinnamic acids leads to the formation of 2-arylquinoxalines under the same set of reaction conditions. The transformation is versatile and compatible with a number of functional groups.

Metal-free aerobic oxidation of benzazole derivatives

Dos Santos, Aurelie,El Kaim, Laurent,Grimaud, Laurence

supporting information, p. 3282 - 3287 (2013/06/05)

2-Benzyl benzothiazoles and benzimidazoles are easily oxidized under air and basic conditions to give the corresponding ketones in good yields. The use of palladium acetate as a catalyst has little effect and even gives, in some cases, much lower yields.

Iodine-mediated intramolecular oxidative cyclization of 2-(styrylthio)anilines: Synthesis of 2-substituted benzothiazoles

Zhao, Dong-Yun,Guo, Xiao-Kang,Li, Jin-Heng,Tang, Ri-Yuan

supporting information; experimental part, p. 927 - 933 (2012/04/23)

A novel metal-free iodine-mediated intramolecular oxidative cyclization protocol is presented, which allows for the preparation of various 2-substituted benzothiazoles. Georg Thieme Verlag Stuttgart · New York.

Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes

Fan, Xuesen,He, Yan,Zhang, Xinying,Guo, Shenghai,Wang, Yangyang

experimental part, p. 6369 - 6374 (2011/09/12)

A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF·3H2O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency.

A novel and practical synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles

Fan, Xuesen,He, Yan,Wang, Yangyang,Xue, Zaikun,Zhang, Xinying,Wang, Jianji

experimental part, p. 899 - 902 (2011/03/18)

A novel methodology for the synthesis of 2-benzoylbenzothiazoles and 2-benzylbenzothiazoles through FeCl3·6H2O catalyzed, air oxidized tandem process from commercially available 2-aminothiophenols and phenylacetaldehydes by using an

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