80087-71-4

Basic information

• Product Name: 6-FLUORO-BENZOTHIAZOLE-2-THIOL
• Synonyms: 6-FLUORO-BENZOTHIAZOLE-2-THIOL;2(3H)-Benzothiazolethione,6-fluoro-(9CI);6-Fluorobenzo[d]thiazole-2-thiol;6-Fluorobenzo[d]thiazole-2(3H)-thione;6-Fluoro-1,3-benzothiazole-2-thiol, 6-Fluoro-2-mercaptobenzo[d]thiazole;6-Fluoro-2-sulphanyl-1,3-benzothiazole
• CAS NO: 80087-71-4
• Molecular Formula: C₇H₄FNS₂
• Molecular Weight: 185.2417632
• Product Categories: BENZOTHIAZOLE
• Mol File: 80087-71-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 304.4 °C at 760 mmHg
• Flash Point: 137.9 °C
• Appearance: /
• Density: 1.55 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 6-FLUORO-BENZOTHIAZOLE-2-THIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 6-FLUORO-BENZOTHIAZOLE-2-THIOL(80087-71-4)
• EPA Substance Registry System: 6-FLUORO-BENZOTHIAZOLE-2-THIOL(80087-71-4)

Safety Data

• Hazardous Substances Data: 80087-71-4(Hazardous Substances Data)

Usage

General Description

6-Fluoro-benzothiazole-2-thiol is a chemical compound with the molecular formula C7H4FNS2. It is a heterocyclic organic compound that contains a benzene ring fused to a thiazole ring, with a fluorine atom and a thiol group attached to the benzene ring. This chemical is commonly utilized in pharmaceutical and agrochemical industries as a building block for the synthesis of various drugs and agricultural chemicals. It has also been studied for its potential biological activities, such as antimicrobial and anticancer properties, making it an important compound in medicinal chemistry research. Additionally, 6-Fluoro-benzothiazole-2-thiol is known for its strong odor and is considered harmful if inhaled or ingested, requiring proper handling and storage precautions.

Upstream product

• 28563-38-4 ethylxanthogenate 
• 367-25-9 2,4-difluorophenylamine 
• 75-15-0 carbon disulfide 
• 61272-76-2 4-fluoro-2-iodoaniline 
• 1003-98-1 2-bromo-4-fluoroaniline 
• 140-89-6 potassium ethyl xanthogenate 
• 140-92-1 potassium isopropylxanthate 
• 367-31-7 4-fluoro-1,2-phenylenediamine 
• 348-40-3 2-amino-6-fluoro-1,3-benzothiazole 

Downstream Products

• 1193105-05-3 2-(benzylsulphanyl)-6-fluoro-1,3-benzothiazole 
• 401567-35-9 6-fluoro-2-(methylthio)benzo[d]thiazole 
• 399-74-6 2-chloro-6-fluorobenzothiazole 

Relevant articles and documents

Metal-free synthesis of 2-mercaptobenzothiazoles and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles via microwave-assisted synthesis pathway

A simple, efficient, and metal-free methodology for the preparation of 2-mercaptobenzothiazole and derivatives in excellent yields via microwave-assisted pathway is reported. Our condition provides a convenient protocol for the synthesis of a diverse collection of 2-mercaptobenzothiazoles and 6-(4-substituted-1H-1,2,3-triazol-1-yl)-2-mercaptobenzothiazoles with a very simple purification process. This report provides an alternative protocol for fast access to the wide range of compounds for sequence synthesis and biological studies.

Rapid Access to a Broad Range of 6′-Substituted Firefly Luciferin Analogues Reveals Surprising Emitters and Inhibitors

Light-emitting firefly luciferin analogues contain electron-donating groups in the 6′-position, but the scope of known 6′-substitution remains narrow. A two-step route to a broad range of 6′-substituted luciferin analogues was developed to fill this void and enable more extensive study of the 6′-functionality. This chemistry allowed direct access to "caged" amide and bright azetidine analogues, but also revealed thioether inhibitors and unexpectedly luminogenic aryl amine derivatives.

Metal sulfide: An efficient promoter for the synthesis of 2-mercaptobenzothiazoles from 2-haloanilines and carbon disulfide

A convenient method has been developed for the preparation of a variety of 2-mercaptobenzothiazoles from 2-haloanilines and CS2 mediated by metal sulfide. In this reaction, 2-haloanilines reacted with CS2 in the presence of Na2S · 9H2O to form 2-mercaptobenzothiazoles. Na2S · 9H2O functioned both as an activator of CS2 and as a base. Furthermore, NMR analysis was used to identify the different reaction mechanisms of 2-haloanilines and CS2 mediated by Na2S or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), which demonstrated that Na2S interacted only with CS2, while DBU reacted with both 2-iodoaniline and CS2.