62306-04-1

Basic information

• Product Name: 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE
• Synonyms: 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE;5,6-dimethoxy-2-methyl-benzothiazol;Benzothiazole, 5,6-dimethoxy-2-methyl- (9CI);5,6-Dimethoxy-2-methyl-1,4-benzoquinone;5,6-dimethoxy-2-methyl-1,3-benzothiazole;5,6-dimethoxy-2-methylbenzo[d]thiazole
• CAS NO: 62306-04-1
• Molecular Formula: C₁₀H₁₁NO₂S
• Molecular Weight: 209.26
• EINECS: 263-495-4
• Product Categories: BENZOTHIAZOLE
• Mol File: 62306-04-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 310.5°C at 760 mmHg
• Flash Point: 141.6°C
• Appearance: /
• Density: 1.227g/cm³
• Vapor Pressure: 0.00109mmHg at 25°C
• Refractive Index: 1.605
• CAS DataBase Reference: 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE(62306-04-1)
• EPA Substance Registry System: 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE(62306-04-1)

Safety Data

• Hazardous Substances Data: 62306-04-1(Hazardous Substances Data)

Usage

General Description

5,6-Dimethoxy-2-methyl-benzothiazole is a chemical compound with the molecular formula C10H11NO2S. It is a benzothiazole derivative and belongs to the class of organic compounds known as dimethoxybenzenes. 5,6-DIMETHOXY-2-METHYL-BENZOTHIAZOLE is commonly used in the synthesis of pharmaceuticals and agrochemicals. It has also been identified as a potential antimicrobial agent and is being studied for its potential use in the treatment of various infections. Additionally, 5,6-dimethoxy-2-methyl-benzothiazole has been found to possess anti-inflammatory and antiviral properties, making it a key ingredient in the development of new drugs and medications.

InChI:InChI=1/C10H11NO2S/c1-6-11-7-4-8(12-2)9(13-3)5-10(7)14-6/h4-5H,1-3H3

Upstream product

• 107963-01-9 N-(3,4-dimethoxyphenyl)thioacetamide 
• 58249-73-3 bis-(4,5-dimethoxy-2-nitro-phenyl)-disulfane 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 51072-66-3 1-bromo-4,5-dimethoxy-2-nitro-benzene 
• 881-70-9 3',4'-dimethoxyacetanilide 
• 6315-89-5 3,4-dimethoxyaniline 

Downstream Products

• 102749-55-3 3-ethyl-2-[bis-(4-nitro-phenylazo)-methylene]-5,6-dimethoxy-2,3-dihydro-benzothiazole 
• 68252-56-2 2-methyl-5,6-dihydroxybenzothiazole 
• 1565798-01-7 5,6-dimethoxy-2-((1E,3E)-4-(4-nitrophenyl)buta-1,3-dienyl)benz[d]thiazole 
• 1565797-08-1 N-(4-((1E,3E)-4-(5,6-dimethoxybenzo[d]thiazole-2-yl)buta-1,3-dienyl)phenyl)acetamide 
• 1565798-02-8 4-((1E,3E)-4-(5,6-dimethoxybenzo[d]thiazole-2-yl)buta-1,3-dienyl)aniline 
• 1565797-09-2 3-(4-((1E,3E)-4-(5,6-dimethoxybenzo[d]thiazole-2-yl)buta-1,3-dienyl)phenylamino)propan-1-ol 
• 1565797-10-5 4-((1E,3E)-4-(5,6-dimethoxybenzo[d]thiazole-2-yl)buta-1,3-dienyl)-N-isopropylaniline 

Relevant articles and documents

Iron-Catalyzed Regioselective Synthesis of 2-Arylbenzoxazoles and 2-Arylbenzothiazoles via Alternative Reaction Pathways

A one-pot regioselective method for the preparation of 2-arylbenzoxazoles from N-arylbenzamides has been developed using iron(III)-catalyzed bromination of the aryl ring, followed by copper(I)-catalyzed O-cyclization with the benzamide side chain. In contrast, reaction of N-arylthiobenzamides with N-bromosuccinimide and iron triflimide led directly to the isolation of the corresponding 2-arylbenzothiazoles via intramolecular C–S bond formation. Mechanistic and control experiments suggest that in this case, bromination occurs at the sulfur atom, resulting in a reactive intermediate that can undergo electrophilic aromatic substitution and S-cyclization. The scope of both processes was explored yielding a range of structural analogues, including a pharmaceutically active compound for the treatment of Duchenne muscular dystrophy and an affinity agent of the amyloid-beta protein in Alzheimer's disease.

Crown-containing spironaphthoxazines and spiropyrans 3. Synthesis and investigation of the merocyanine form of crown-containing spirobenzothiazolinonaphthoxazine

A method for the synthesis of the spirobenzothiazolinonaphthoxazine, stable in the merocyanine form and containing a crown-ether fragment was developed. The complexing properties of the prepared merocyanine compound and the spectroscopic and photochromic characteristics of its complexes with alkaline earth metal cations were studied by NMR and UV spectroscopy. The results were analyzed using quantum-chemical calculations. The addition of alkaline earth metal perchlorates to a solution of a crown ether-containing merocyanine dye in MeCN results in the coordination of metal cations to two binding centers, namely, the crown-ether fragment and the merocyanine oxygen atom. This gives rise to two types of complexes, which differ substantially in their structurally. The complexation induces changes in the UV spectra and influences on the photochromic behavior of the prepared compound.