2941-63-1

Basic information

• Product Name: 2-METHYL-6-NITROBENZOTHIAZOLE
• Synonyms: AURORA 12322;2-METHYL-6-NITROBENZOTHIAZOLE;TIMTEC-BB SBB006410;2-methyl-6-nitro-benzothiazol;Benzothiazole, 2-methyl-6-nitro- (6CI,7CI,8CI,9CI);2-Methyl-6-nitro;6-Nitro-2-methylbenzothiazole;NSC 504572
• CAS NO: 2941-63-1
• Molecular Formula: C₈H₆N₂O₂S
• Molecular Weight: 194.21
• EINECS: 220-927-6
• Product Categories: BENZOTHIAZOLE
• Mol File: 2941-63-1.mol
• Article Data: 17

Chemical Properties

• Melting Point: 168-169℃
• Boiling Point: 336.5 °C at 760 mmHg
• Flash Point: 157.3 °C
• Appearance: /
• Density: 1.445
• Vapor Pressure: 0.000218mmHg at 25°C
• Refractive Index: 1.7
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.53±0.10(Predicted)
• CAS DataBase Reference: 2-METHYL-6-NITROBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-METHYL-6-NITROBENZOTHIAZOLE(2941-63-1)
• EPA Substance Registry System: 2-METHYL-6-NITROBENZOTHIAZOLE(2941-63-1)

Safety Data

• Hazardous Substances Data: 2941-63-1(Hazardous Substances Data)

Usage

Description

2-METHYL-6-NITROBENZOTHIAZOLE is an organic compound characterized by its molecular structure that features a benzothiazole ring with a methyl group at the 2nd position and a nitro group at the 6th position. It is known for its chemical properties and potential applications in various industries.

Uses

Used in Fluorescent Dye Industry:
2-METHYL-6-NITROBENZOTHIAZOLE is used as a building block for the synthesis of bisazide cyanine dyes, which serve as fluorogenic probes. These dyes are essential in various applications, including bioimaging, diagnostics, and the detection of specific biomolecules due to their unique fluorescent properties upon binding to target molecules.

InChI:InChI=1/C8H6N2O2S/c1-5-9-7-3-2-6(10(11)12)4-8(7)13-5/h2-4H,1H3

Upstream product

• 120-75-2 2-Methylbenzothiazole 
• 23451-98-1 2-amino-5-nitrobenzenethiol 
• 75-36-5 acetyl chloride 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 10319-77-4 N-(4-nitrophenyl)ethanethioamide 
• 19591-18-5 N-(2-iodo-4-nitrophenyl)acetamide 
• 127-19-5 N,N-dimethyl acetamide 
• 2466-76-4 N-Acetylimidazole 
• 57045-86-0 N-(2-bromo-4-nitro-phenyl)-acetamide 

Downstream Products

• 68867-19-6 N-(2-methyl-1,3-benzothiazol-6-yl)acetamide 
• 1433962-20-9 C₂₃H₂₂N₆O₃S 
• 1433962-16-3 (E)-6-nitro-2-(4-azidostyryl)-1,3-benzothiazole 
• 1433962-17-4 1-(4-azidophenyl)-2-(6-nitro-1,3-benzothiazol-2-yl)ethanol 
• 1024016-56-5 2-{(E)-2-[4-(dimethylamino)phenyl]vinyl}-6-nitrobenzothiazole 
• 156780-46-0 2-{(E)-2-[4-(diphenylamino)phenyl]vinyl}-6-nitrobenzothiazole 
• 1024016-63-4 2-{(E,E)-4-[4-(dimethylamino)phenyl]buta-1,3-dien-1-yl}-6-nitrobenzothiazole 
• 1024016-61-2 6-nitro-2-[(E)-2-(4-pyrrolidin-1-ylphenyl)vinyl]benzothiazole 

Relevant articles and documents

Recyclable copper-catalyzed cyclization of o-haloanilides and metal sulfides: An efficient and practical access to substituted benzothiazoles

An efficient heterogeneous copper-catalyzed cyclization of o-haloanilides and metal sulfides has been achieved via the C–S coupling in DMF at 80 or 140 °C in the existence of an MCM-41-bound NHC-Cu(I) catalyst and then intramolecular condensation, delivering a wide range of substituted benzothiazoles in mostly good to high yields. This new MCM-41-NHC-CuI complex can facilely be obtained by a two-step procedure starting from easily accessible and inexpensive reagents and reused more than seven times without any significant loss of its catalytic efficiency. The present protocol has been successfully applied to the gram-scale synthesis of two antitumor agents 5F203 and PMX 610.

Eco-friendly syntheses of 2-substituted benzoxazoles and 2-substituted benzothiazoles from 2-aminophenols, 2-aminothiophenols and DMF derivatives in the presence of imidazolium chloride

A simple, economical and metal-free approach to the synthesis of 2-substituted benzoxazoles and 2-substituted benzothiazoles from 2-aminophenols, 2-aminothiophenols and DMF derivatives, only using imidazolium chloride (50% mmol) as promoter without any other additive, was reported. Various 2-substituted benzoxazoles and 2-substituted benzothiazoles were thus prepared in moderate to excellent yields.

Efficient CDI/CH3SO3H-catalyzed, microwave-assisted synthesis of 2-substituted benzothiazoles

CDI combined with CH3SO3H was found to be highly effective for the cyclization of 2-aminothiophenol derivatives with carboxylic acids under MW condition. Fourteen benzothiazole derivatives were synthesized in good yield and their structures were characterized by1H-NMR,13C-NMR, IR and mass spectrometry. This simple, rapid synthetic method is believed to provide a useful process for the synthesis of 2-substituted benzothiazole compounds.