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Benzothiazole, 2-(3-methylphenyl)- (9CI), also known as 2-(3-methylphenyl)benzothiazole, is an organic compound with the chemical formula C14H11NS. It is a derivative of benzothiazole, which is a heterocyclic compound consisting of a benzene ring fused to a thiazole ring. The 3-methylphenyl group is attached to the benzothiazole core at the 2-position, giving the compound its specific structure. Benzothiazole, 2-(3-methylphenyl)- (9CI) is of interest in various chemical and pharmaceutical applications due to its unique properties and potential reactivity. It is typically synthesized through various chemical reactions and can be used as a building block in the creation of more complex molecules or as a reagent in organic synthesis.

1211-32-1

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1211-32-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 1211-32-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,1 and 1 respectively; the second part has 2 digits, 3 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1211-32:
(6*1)+(5*2)+(4*1)+(3*1)+(2*3)+(1*2)=31
31 % 10 = 1
So 1211-32-1 is a valid CAS Registry Number.

1211-32-1SDS

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 Benzothiazole, 2-(3-methylphenyl)- (9CI)

1.2 Other means of identification

Product number -
Other names 2-(3'-tolyl)-benzothiazole

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:1211-32-1 SDS

1211-32-1Relevant academic research and scientific papers

Copper and iron-assisted palladium-catalyzed direct arylation of azoles with arylboronic acids under ligand and base-free conditions

Wu, Xiang-Mei,Shen, Qiu-Xian

, p. 668 - 673 (2013)

The direct arylation of azoles with arylboronic acids is effectively promoted by PdCl2 in the presence of copper and iron salts under ligand and base-free conditions. This reaction can be applied to heterocycles such as benzothiazole, benzoxazole, 1-methylbenzimidazole and 4,5-dimethylthiazole with moderate to good yields.

Synthesis of 2-Arylbenzothiazoles from Nitrobenzenes, Benzylamines, and Elemental Sulfur via Redox Cyclization

Imoto, Mitsutaka,Mizuno, Takumi,Nomoto, Akihiro,Ogawa, Akiya,Takeda, Motonori,Teramoto, Masahiro

supporting information, p. 386 - 390 (2022/03/02)

A sustainable advanced synthetic method was developed based on redox cyclization for the synthesis of 2-arylbenzothiazoles in good to excellent yields from readily available nitrobenzenes, benzylamines, and elemental sulfur without the use of transition-metal catalysts. This method is remarkable: nitro group reduction, a benzylamine redox reaction, sulfuration, condensation, and cyclization, all proceed in a single step to generate a heterocycle. It is also highly atom-economical and does not require any external oxidizing or reducing agents.

Visible-Light Carbon Nitride-Catalyzed Aerobic Cyclization of Thiobenzanilides under Ambient Air Conditions

Bai, Jin,Yan, Sijia,Zhang, Zhuxia,Guo, Zhen,Zhou, Cong-Ying

, p. 4843 - 4848 (2021/06/28)

A metal-free heterogeneous photocatalysis has been developed for the synthesis of benzothiazoles via intramolecular C-H functionalization/C-S bond formation of thiobenzanilides by inexpensive graphitic carbon nitride (g-C3N4) under visible-light irradiation. This reaction provides access to a broad range of 2-substituted benzothiazoles in high yields under an air atmosphere at room temperature without addition of a strong base or organic oxidizing reagents. In addition, the catalyst was found to be stable and reusable after five reaction cycles.

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

Method for catalytically synthesizing benzothiazole compound by using copper complex

-

Paragraph 0056-0067, (2021/09/22)

The invention relates to a method for catalytically synthesizing benzothiazole compounds by using a copper complex, which is characterized in that a copper complex containing ortho-carborane Schiff base ligand is used as a catalyst to form aldehydes. 2 - Bromoaniline and sodium sulfide are used as raw materials, and the reaction is carried out at room temperature to obtain a benzothiazole compound. Compared with the prior art, the copper complex catalytic aldehyde, 2 -bromoaniline and sodium sulfide (Na) containing the ortho-carborane Schiff base ligand are utilized. 2 Multiple components of S) react to prepare benzothiazole compounds, and the catalyst is low in dosage, mild in reaction conditions, high in reaction rate, high in yield, wide in substrate range, cheap and accessible in raw materials and wide in application prospect in industry.

Sulfur-Promoted Redox Cyclization of 2,2′-Dinitrodiphenyl Disulfides and Benzylamines

Teramoto, Masahiro,Imoto, Mitsutaka,Takeda, Motonori,Mizuno, Takumi,Nomoto, Akihiro,Ogawa, Akiya

, p. 2485 - 2493 (2021/04/15)

This study aims to develop green and sustainable advanced synthetic methods based on redox cyclization. Elemental sulfur is shown to promote the efficient synthesis of 2-substituted benzothiazoles from 2,2′-dinitrodiphenyl disulfides and benzylamines via redox cyclization in the absence of transition-metal catalysts and solvents. The 2-substituted benzothiazoles are obtained in good to excellent yields. This synthetic methodology is highly atom-economical and does not require any external oxidizing and/or reducing agents.

Photocatalyst- And Transition-Metal-Free Visible-Light-Promoted Intramolecular C(sp2)-S Formation

Wang, Hao,Wu, Qi,Zhang, Jian-Dong,Li, Hai-Yan,Li, Hong-Xi

, p. 2078 - 2083 (2021/04/05)

A photocatalyst- and transition-metal-free visible-light-induced cyclization of ortho-halothiobenzanilides has been developed. Upon irradiation with visible light, substrates undergo dehalogenative cyclization to 2-aryl benzothiazoles with high efficiency and selectivity. This photocyclization exhibits a high tolerance to various functional groups, is applicable for the synthesis of 2-alkyl benzothiazoles, and is easy to set up for gram-scale reaction.

Method for preparing benzothiazole compound from visible light promoted N-(2-bromophenyl) thioamide

-

Paragraph 0082-0084, (2021/06/22)

The invention discloses a method for preparing a benzothiazole compound from N-(2-bromophenyl) thioamide under the promotion of visible light. Specifically, under the protection of inert gas, according to the molar ratio of N-(2-bromophenyl) thioamide to inorganic base being 1: 0.5, reactants are added into a reaction container provided with a stirring device, then dimethyl sulfoxide is added, and stirring reaction is carried out for 2-24 hours at room temperature under the irradiation of visible light to obtain the benzothiazole compound. Under the condition of not adding any photosensitizer or transition metal catalyst, sodium phosphate is used as alkali, and under the irradiation of a 45W household compact fluorescent lamp, a series of intramolecular cross-coupling reactions of N-(2-bromophenyl) thioamide are realized. In addition, the benzothiazole compound can be obtained with high yield. The whole process is green, efficient and easy to operate, and the method is a good method for synthesizing the benzothiazole compound.

α-Keto Acids as Triggers and Partners for the Synthesis of Quinazolinones, Quinoxalinones, Benzooxazinones, and Benzothiazoles in Water

Huang, Jian,Chen, Wei,Liang, Jiazhi,Yang, Qin,Fan, Yan,Chen, Mu-Wang,Peng, Yiyuan

, p. 14866 - 14882 (2021/10/25)

A general and efficient method for the synthesis of quinazolinones, quinoxalinones, benzooxazinones, and benzothiazoles from the reactions of α-keto acids with 2-aminobenzamides, benzene-1,2-diamines, 2-aminophenols, and 2-aminobenzenethiols, respectively, is described. The reactions were conducted under catalyst-free conditions, using water as the sole solvent with no additive required, and successfully applied to the synthesis of sildenafil. More importantly, these reactions can be conducted on a mass scale, and the products can be easily purified through filtration and washing with ethanol (or crystallized).

NCS/TBHP promoted C2 arylation of benzothiazoles with aldehydes in DMSO

Xu, Wen-Xiu,Ye, Fei-Xia,Liu, Xing-Hai,Weng, Jian-Quan

, (2020/03/19)

A N-chlorosuccinimide catalyzed oxidative synthesis of 2-aryl benzothiazole from benzothiazoles and aryl aldehydes using tert-butyl peroxybenzoate as an oxidant in dimethyl sulfoxide (DMSO) has been developed in moderate to good yields. Solvent DMSO as a strong Lewis base plays an efficient role in the reaction. Various substrates were tolerated under optimized conditions affording the arylated products in 12–94% yields for 28 examples. Additionally, acylated benzothiazoles were produced with 4 examples.

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