934-34-9

Usage

Uses

Used in Bacterial Cultures:
2-Benzothiazolol is used as a carbon, nitrogen, and energy supplement in bacterial cultures, supporting their growth and development.
Used in Polymer Preparation:
2-Benzothiazolol is used in the preparation of insulating thin polymer films (less than 0.1μm) via electropolymerization, providing insulation properties for various applications.

Synthesis Reference(s)

Journal of the American Chemical Society, 72, p. 4890, 1950 DOI: 10.1021/ja01167a011

Purification Methods

Crystallise it from aqueous EtOH or water. [Hoggarth J Chem Soc 3314 1949, Hunter J Chem Soc 135 1930, Beilstein 27 H 182, 27 I 270, 27 II 225, 27 III/IV 2693.]

InChI:InChI=1/C7H5NOS/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

Upstream product

• 70292-64-7 2-ethoxy-1,3-benzothiazole 
• 64-19-7 acetic acid 
• 65-85-0 benzoic acid 
• 6295-57-4 2-benzthiazole thioacetic acid 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 201230-82-2 carbon monoxide 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 108-94-1 cyclohexanone 
• 134792-04-4 2-<(3-methylbut-2-enyl)sulfonyl>benzothiazole 
• 134306-70-0 2-(2-hydroxy-2-benzyl-4-methyl-4-pentenylseleno)benzothiazole 
• 134306-68-6 2-(2-hydroxy-2-phenyl-4-methyl-4-pentenylseleno)benzothiazole 
• 134306-72-2 2-<2-hydroxy-2-(2-phenylethyl)-4-methyl-4-pentenylseleno>benzoyhiazole 
• 1489-24-3 N-<(o-phenylthio)phenyl>formamide 
• 100-66-3 methoxybenzene 

Downstream Products

• 28620-12-4 6-nitro-2(3H)-benzothiazolone 
• 51360-57-7 3-acetyl-2(3H)-benzothiazolone 
• 22291-74-3 3-benzylbenzo[d]thiazol-2(3H)-one 
• 66490-83-3 N-Propargyl-2-benzothiazolon 
• 945-03-9 (2-oxo-1,3-benzothiazol-3(2H)-yl)acetic acid 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 62266-82-4 6-bromo-1,3-benzothiazol-2(3H)-one 
• 615-21-4 1,3-benzothiazol-2-ylhydrazine 
• 133044-37-8 6-butyrylbenzo[d]thiazol-2(3H)-one 
• 154415-37-9 6-(phenylacetyl)benzothiazolinone 
• 85346-63-0 3-[(2,6-Diethyl-phenylamino)-methyl]-3H-benzothiazol-2-one 
• 22258-67-9 <2-(2-oxo-3-benzothiazolin-3-yl)ethyl> ester of acetic acid 
• 72680-47-8 N-Isopropyl-2-(2-oxo-benzothiazol-3-yl)-N-phenyl-acetamide 
• 89780-86-9 2-Oxo-benzothiazole-3-carboxylic acid 2,4-dichloro-phenyl ester 

Relevant academic research and scientific papers

Influenza virus replication inhibitors and uses thereof

The invention belongs to the field of medicines, and particularly relates to novel compounds serving as an influenza virus replication inhibitor, a preparation method thereof, a pharmaceutical composition containing the compounds and application of the compounds and the pharmaceutical composition in treatment of influenza. The compounds are compounds as shown in a formula (I) or a stereoisomer, a tautomer, a nitrogen oxide, a solvate, a metabolite, a pharmaceutically acceptable salt or prodrugs of the stereoisomer, the tautomer, the nitrogen oxide, the solvate, the metabolite and the pharmaceutically acceptable salt of the compound as shown in the formula (I). The compounds not only can well inhibit influenza viruses, but also have lower cytotoxicity, excellent in-vivo pharmacokinetic property and the in-vivo pharmacodynamic property and good liver microsome stability.

Au@Cellulose/DFNS for synthesis of thiazolidin-2-ones from arylamines, elemental sulfur and CO2

Turning waste into valuable material is a remarkable phenomenon in sustainable chemistry. However, this reaction is not easy to perform due to the simultaneous employment of two low-reaction raw materials. In this study, we announce the employment of elemental sulfur and CO2 in a multi-element reaction to manufacture valuable thiazolidin-2-ones in the participation of Au@Cellulose/DFNS as a catalyst. In this method, three bonds in one reaction and functional groups with good tolerance were created. To generate the catalyst, DFNS was amended with cellulose through the click reaction and employed as a support for Au nanoparticles. Cellulose acted as both decreasing and consistency medium for Au NPs and removed the need for decreasing agent. The generated catalyst was distinguished by various techniques like XPS, TEM, TGA, SEM, ICP, and XRD analyses.

Synthesis method of benzothiazolone compound

The invention discloses an economical and mild. The method adopts o-iodoaniline, elemental sulfur and DMF as raw materials, so that the yield of a target product of up to 3 hours can be obtained only 90%, and the synthesis strategy is compatible with a wide range of functional groups.

Method for preparing pesticide mefenacet from benzothiazolone and 2-halo-N-methyl-N-phenylacetamide

The invention provides a method for preparing mefenacet from benzothiazolone and 2-halo-N-methyl-N-phenylacetamide. The method comprises the following steps: firstly, synthesizing benzothiazolone by taking CO2 as a carbonylation reagent, then reacting the benzothiazolone with alkali liquor to obtain a salt solution of benzothiazolone, and finally reacting the salt solution of benzothiazolone with2-halo-N-methyl-N-phenylacetamide to obtain the mefenacet. A new path is provided for industrial production of mefenacet, the synthesis route of a traditional method is shortened, chemical utilizationof CO2 is achieved, energy conservation and emission reduction are facilitated, and the method better conforms to the concept of green chemistry.

Method for hydroxylating aromatic compound

The invention provides a method for directly hydroxylating an aromatic compound. The method comprises the following steps: dissolving the aromatic compound in a solvent, adding hydrogen peroxide and anitroxide free radical compound, and reacting. The nitroxide free radical compound is used as a catalyst, hydrogen peroxide is used as an oxidizing agent, and hydroxylation of the aromatic compound is directly catalyzed and oxidized. Compared with a traditional process, the method has the advantages of high product selectivity, mild reaction conditions, reusability of the catalyst, easiness in separation of oxidation products and raw materials and the like.

Benzazoles: III. Synthesis and Transformations of 6-(Chlorosulfonyl)-1,3-benzothiazol-2(3H)-ones

Abstract: Treatment of 1,3-benzothiazol-2(3H)-one andits 3-methyl derivative with chlorosulfonic acid afforded the corresponding2-oxo-2,3-dihydro-1,3-benzothiazole-6-sulfonyl chlorides which reacted withwater, alcohols, and amines to give2-oxo-2,3-dihydro-1,3-benzothiazole-6-sulfonic acids and their esters andamides.

Palladium-Catalyzed Hydroxylation of Aryl Halides with Boric Acid

Boric acid, B(OH)3, is proved to be an efficient hydroxide reagent in converting (hetero)aryl halides to the corresponding phenols with a Pd catalyst under mild conditions. Various phenol products were obtained in good to excellent yields. This transformation tolerates a broad range of functional groups and molecules, including base-sensitive substituents and complicated pharmaceutical (hetero)aryl halide molecules.

Fast Assembly and High-Throughput Screening of Structure and Antioxidant Relationship of Carotenoids

C20 heptaenyl diphosphonate 4 was prepared for one-pot synthesis of carotenoids 1. Olefination with various aromatic aldehydes allowed fast assembly of the corresponding carotenoids. The SAR of carotenoids was investigated by high-throughput screening of ABTS and DPPH assays and their hierarchical clustering analysis. Antioxidant activity of carotenoids increased with the number of electron-donating substituents. Carotene 1a with multiple electron-donating substituents was most proficient, which showed better radical scavenging activities than β-carotene and lycopene.

Concise and Additive-Free Click Reactions between Amines and CF3SO3CF3

Trifluoromethyl trifluoromethanesulfonate has proved to be an excellent reservoir of difluorophosgene and a promising click ligation for amines in the preparation of urea derivatives, heterocycles, and carbamoyl fluorides under metal- and additive-free conditions. The reactions are rapid, efficient, selective, and versatile, and can be performed in benign solvents, giving products in excellent yields with minimal efforts for purification. The characteristics of the reactions meet the requirements of a click reaction. The use of trifluoromethyl trifluoromethanesulfonate as a click reagent is advantageous over other “CO” sources (e.g., TsOCF3, PhCO2CF3, CsOCF3, AgOCF3, and triphosgene) because this reagent is readily accessible; easy to scale up; and highly reactive, even under metal- and additive-free conditions. It is anticipated that CF3SO3CF3 will be increasingly as important as SO2F2 as a click agent in future drug design and development.

Method for synthesizing benzothiazolone-based and 1,3-disubstituted urea-based derivatives through activation of CO2

The present invention relates to a method for synthesizing benzothiazolone-based and 1,3-disubstituted urea-based derivatives through activation of CO2. According to the present invention, an inexpensive and easily-available sulfur-containing metal salt compound is first used as an activation catalyst for CO2, and a reaction raw material and CO2 are converted into a corresponding target compound at a low reaction temperature under a low CO2 pressure; and the method has high atomic economy, can reduce the generation of by-products, meets the standards of environmental friendliness and environmentally friendly chemistry, and is the effective way capable of completely utilizing CO2 as the renewable resource, developing new energy and achieving the beneficial cycle of carbon in nature.