488722-57-2

Basic information

• Product Name: 6-Methyl-2-(4-nitrophenyl)benzothiazole
• Synonyms: 6-Methyl-2-(4-nitrophenyl)benzothiazole
• CAS NO: 488722-57-2
• Molecular Formula: C₁₄H₁₀N₂O₂S
• Molecular Weight: 270.3064
• Mol File: 488722-57-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 451.921°C at 760 mmHg
• Flash Point: 227.114°C
• Appearance: /
• Density: 1.354g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.693
• CAS DataBase Reference: 6-Methyl-2-(4-nitrophenyl)benzothiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-2-(4-nitrophenyl)benzothiazole(488722-57-2)
• EPA Substance Registry System: 6-Methyl-2-(4-nitrophenyl)benzothiazole(488722-57-2)

Safety Data

• Hazardous Substances Data: 488722-57-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10N2O2S/c1-9-2-7-12-13(8-9)19-14(15-12)10-3-5-11(6-4-10)16(17)18/h2-8H,1H3

Upstream product

• 122-04-3 4-nitro-benzoyl chloride 
• 23451-96-9 2-amino-5-methylthiophenol 
• 555-16-8 4-nitrobenzaldehdye 
• 106-49-0 p-toluidine 
• 571178-53-5 N-(4-methylphenyl)-4-nitrothiobenzamide 
• 3622-19-3 2-bromo-6-methylbenzothiazole 
• 171364-83-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 

Downstream Products

• 1033237-64-7 6-methyl-2-(4'-[⁽¹⁸⁾F]fluorophenyl)-1,3-benzothiazole 
• 92-36-4 2-(4-aminophenyl)-6-methyl-1,3-benzothiazole 
• 945920-01-4 2-(4-nitro-phenyl)-benzothiazole-6-carboxylic acid methyl ester 
• 875846-26-7 2-(4-nitrophenyl)benzothiazole-6-carbonyl chloride 

Relevant articles and documents

Metal-Free Synthesis of 2-Arylbenzothiazoles from Aldehydes, Amines, and Thiocyanate

A highly efficient method for the synthesis of 2-arylbenzothiazoles has been developed using readily available aromatic amines, benzaldehydes, and NH4SCN as a sulfur source. A library of 2-arylbenzothiazoles with wide functional group compatibility has been synthesized in good yields through iodine-mediated oxidative annulation.

Straightforward synthesis of PET tracer precursors used for the early diagnosis of Alzheimers disease through Suzuki-Miyaura cross-coupling reactions

In positron emission tomography [11C]PIB, Pittsburgh Compound-B, is currently the most widely used radiopharmaceutical for the early diagnosis of Alzheimer's disease. Synthetic routes for the preparation of the precursor of [11C]PIB are reported in the literature. These strategies require multiple steps and the use of protecting groups. This paper describes a simple one-step synthesis of the precursor of [11C]PIB through a Suzuki-Miyaura coupling reaction using thermal conditions or microwave activation. These methods were successfully applied to the synthesis of various 2-arylbenzothiazole and 2-pyridinylbenzothiazole compounds including [ 18F] precursor derivatives of PIB containing a nitro function.

SYNTHESIS OF 2-(4-AMINOPHENYL) BENZOTHIAZOLE DERIVATIVES AND USE THEREOF

The present invention provides a method of preparing a compound of formula 6 comprising: (a) reacting a compound of formula 1 with a compound of formula 2 to form a compound of formula 3 wherein X of formula 2 is Cl or OH; (b) treating the compound formula 3 with Lawesson's reagent to form a compound of formula 4 (c) reacting a compound of formula 4 with potassium ferricyanide to produce a compound of formula 5 and (d) performing catalytic reduction of nitro group of the compound of formula 5 with palladium on charcoal to generate the compound of formula 6, wherein R1 of formulae 1-6 is H, C1-10 alkyl, C1-10 alkoxy or C1-10 haloalkyl, and R2 of formulae 1-6 is H or C1-10 alkyl. The present invention also provides a photodynamic therapy to a patient having at least one tumor comprising the steps of: administering a compound of formula 6 (wherein R1 and R2 are defined as the above) in a pharmaceutically acceptable carrier to the patient; waiting for a sufficient time to allow the administered compound to be taken up by a target tissue having the at least one tumor; and irradiating a region of the patient containing the target tissue; wherein growth of the tumor is inhibited.