934-34-9

Basic information

• Product Name: 2-Benzothiazolol
• Synonyms: 2-Oxobenzothiazole;3H-1,3-Benzothiazol-2-one;2,3-Dihydrobenzothiazole-2-one;Benzothiazol-2-ol;2-Benzothiazolol,95%;2-Hydroxy-1,3-benzothiazole;2,3-dihydro-1,3-benzothiazol-2-one;2-Benzothiazolol 2-Hydroxybenzothiazole
• CAS NO: 934-34-9
• Molecular Formula: C₇H₅NOS
• Molecular Weight: 151.19
• EINECS: 213-281-1
• Product Categories: BENZOTHIAZOLE;pharmacetical
• Mol File: 934-34-9.mol
• Article Data: 89

Chemical Properties

• Melting Point: 137-140 °C(lit.)
• Boiling Point: 360°C (rough estimate)
• Flash Point: 171.5 °C
• Appearance: off-white to light brown crystalline powder
• Density: 1.2170 (rough estimate)
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• PKA: 10.41±0.20(Predicted)
• CAS DataBase Reference: 2-Benzothiazolol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolol(934-34-9)
• EPA Substance Registry System: 2-Benzothiazolol(934-34-9)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 934-34-9(Hazardous Substances Data)

Usage

Uses

2-Hydroxybenzothiazole may be employed as carbon, nitrogen and energy supplement in the bacterial cultures. It may be used in the preparation of insulating thin polymer (<0.1μm), via electropolymerization.

Definition

ChEBI: Benzothiazole substituted with a hydroxy group at the 2-position.

Synthesis Reference(s)

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

General Description

2-Hydroxybenzothiazole (2-OHBT) is a 2-substituted benzothiazole. It is a tautomer of 2-benzothiazolinone. Its enthalpy of formation in the gas phase has been determined using high-level ab initio molecular orbital calculations at the G3(MP2)//B3LYP level of theory. Polarized IR spectra of the hydrogen-bonded molecular crystals of 2-OHBT have been studied. Oxidation of 2-OHBT using H2O2/UV and iron(III) photoassisted Fenton techniques have been reported. 2-OHBT is released into wastewaters during the industrial production of 2-mercaptobenzothiazole, a rubber vulcanization accelerator. The anodic oxidation of 2-OHBT on copper, iron and platinum in alcohol and alcohol-water solutions by cyclic polarization and chronoamperometry has been reported.

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

• 6295-57-4 2-benzthiazole thioacetic acid 
• 1155-00-6 bis(2-nitrophenyl)disulfide 
• 201230-82-2 carbon monoxide 
• 1141-88-4 2-Aminophenyl disulfide 
• 1202680-24-7 phenyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 
• 137-07-5 2-amino-benzenethiol 
• 17284-90-1 ethyl 4,5-dichloro-6-oxopyridazine-1(6H)-carboxylate 
• 463-58-1 carbon oxide sulfide 
• 3582-05-6 trifluoromethyl trifluoromethanesulfonate 
• 124-38-9 carbon dioxide 
• 62-53-3 aniline 
• 67219-33-4 2-phenylmethanesulfonyl-benzothiazole 
• 908863-61-6 2-(benzo[d]thiazol-2-ylsulfonyl)-N-methoxy-N-methylacetamide 
• 155108-06-8 5-(((tert-butyldimethylsilyl)oxy)methyl)furan-2-carbaldehyde 

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 articles and documents

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.

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.

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.