6269-47-2

Basic information

• Product Name: 2-(2-Methoxy-phenyl)-benzothiazole
• Synonyms: 2-(2-Methoxy-phenyl)-benzothiazole; Benzothiazole, 2-(2-methoxyphenyl)-
• CAS NO: 6269-47-2
• Molecular Formula: C₁₄H₁₁NOS
• Molecular Weight: 241.31
• Mol File: 6269-47-2.mol
• Article Data: 116

Chemical Properties

• Boiling Point: 401.8°C at 760 mmHg
• Flash Point: 196.8°C
• Appearance: /
• Density: 1.234g/cm³
• Vapor Pressure: 2.67E-06mmHg at 25°C
• Refractive Index: 1.656
• CAS DataBase Reference: 2-(2-Methoxy-phenyl)-benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Methoxy-phenyl)-benzothiazole(6269-47-2)
• EPA Substance Registry System: 2-(2-Methoxy-phenyl)-benzothiazole(6269-47-2)

Safety Data

• Hazardous Substances Data: 6269-47-2(Hazardous Substances Data)

Usage

Chemical class

Benzothiazole class of organic compounds

Appearance

Yellow crystalline powder

Usage

Production of dyes and pigments, synthesis of other organic chemicals

Potential applications

Manufacturing of pharmaceuticals

Biological activities

Anti-inflammatory and anti-infective properties

Investigated for

Fluorescent compound in biological and chemical research

InChI:InChI=1/C14H11NOS/c1-16-12-8-4-2-6-10(12)14-15-11-7-3-5-9-13(11)17-14/h2-9H,1H3

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 135-02-4 ortho-anisaldehyde 
• 3411-95-8 2-(benzothiazol-2-yl)phenol 
• 77-78-1 dimethyl sulfate 
• 579-75-9 2-Methoxybenzoic acid 
• 6609-56-9 2-methoxy-benzonitrile 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 16750-63-3 2-methoxyphenylmagnesium bromide 
• 90-02-8 salicylaldehyde 
• 68516-52-9 2-methoxyphenylmagnesium chloride 
• 95-16-9 1,3-Benzothiazole 
• 529-28-2 4-iodoanisol 
• 2516-40-7 2-bromo-1,3-benzothiazole 
• 5720-06-9 2-Methoxyphenylboronic acid 

Relevant articles and documents

Syntheses, spectroscopic characterization, SOD-like properties and antibacterial activities of dimer copper (II) and nickel (II) complexes based on imine ligands containing 2-aminothiophenol moiety: X-ray crystal structure determination of disulfide Schiff bases

A series of new dimer complexes of copper (II) and nickel (II) were designed and synthesized using the Schiff base ligands which was formed by the condensation of 2-aminothiophenol with 2- methoxybenzaldehyde, 3-formylbenzonitrile and 3-bromo-2-hydroxy-5-nitrobenzaldehyde, respectively. The synthesized metallic complexes were characterized by using different physicochemical and spectroscopic methods. The most plausible geometry for the 1:2 complexes appeared to be distorted square-planar or tetrahedral environments. All the synthesized metal complexes are found to be binuclear and confirmed by elemental analyses, magnetic susceptibility measurements and ESR spectroscopy. The Schiff base ligands (HL1/HL2/H2L) were coordinated to the metal ions through the ONS/SNN and/or N, S donor atoms. In order to prevent the oxidation of the thiol group during the formation of Schiff bases and its complexes, all of the reactions were carried out under an inert atmosphere of argon. The X-ray structures of the Schiff base ligands showed that in the crystalline form the SH groups were oxidized to produce a disulfide Schiff bases as a new double Schiff base ligands (L1 a/L2 a/H2La). The L1 b ligand is a bicyclic ring system of N, S-containing heterocyclic. The crystal structures of the double Schiff bases were determined by single crystal X-ray diffraction. The molar conductivity values of the complexes in DMSO implied the presence of non-electrolyte species. The SOD-like activity of Schiff bases and its complexes were investigated by NBT-DMSO assay and IC50 values were evaluated. Their biological properties have also been studied. These complexes were also tested for their in vitro antibacterial screening activities against three bacteria (Streptococcus aureus, Salmonella typhi, and Escherichia coli) comparing with the Schiff base ligands. Most of the complexes have higher antibacterial activities than those of the free Schiff bases, double Schiff bases and the control.

Luminescent Benzothiazole-Based Fluorophore of Anisidine Scaffoldings: a “Turn-On” Fluorescent Probe for Al3+ and Hg2+ Ions

A new anisidine possessing benzothiaozle-based chemosensor (1) has been designed and synthesized. The chemosensor 1 was designed to provide hard base environment for ratiometric detection of comparatively less studied Al3+ ions. In CH3/su

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

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.

Fluorinated phosphoric acid as a versatile effective catalyst for synthesis of series of benzimidazoles, benzoxazoles and benzothiazoles at room temperature

The present work describes synthesis of a series of benzimidazoles, benzoxazoles and benzothiazoles through the cyclization of 1, 2-phenylenediamine, 2-aminothiophenol, or 2-aminophenol with aryl, aliphatic and heteroaryl aldehydes. The present synthetic protocol is very much efficient in presence of 5 mol % fluorophosphoric acid as a catalyst in ethanol solvent at room temperature. Shorter reaction time, simple work-up technique, high yields and easy availability are specific compensations of the present synthetic approach.