3226-46-8

Usage

Uses

Used in Dye and Pigment Production:
3-Chloro-4-thiocyanatoaniline is utilized as an intermediate in the synthesis of dyes and pigments, contributing to the coloration and stability of these products.
Used in Textile Industry:
In the textile industry, 3-Chloro-4-thiocyanatoaniline is used as a chemical intermediate for the development of dyes that impart color to fabrics. Its properties allow for the creation of vibrant and long-lasting colors in textile products.
Used in Pharmaceutical Industry:
3-Chloro-4-thiocyanatoaniline serves as a building block in the synthesis of various pharmaceutical compounds, playing a crucial role in the development of new drugs and medications.
Safety Precautions:
It is important to handle 3-Chloro-4-thiocyanatoaniline with care due to its potential harmful effects if swallowed, inhaled, or in contact with skin. Additionally, it may cause irritation to the respiratory system and skin, necessitating proper safety measures during its use and handling.

Upstream product

• 408350-99-2 2-chloro-4-nitro-phenyl thiocyanate 
• 108-42-9 3-chloro-aniline 
• 1147550-11-5 ammonium thiocyanate 

Downstream Products

• 21959-87-5 N-<3-Chlor-4-thiocyanato-phenyl>-N'--harnstoff 
• 56311-69-4 3'-Chlor-4'-thiocyanato(2,4,5-trichlorphenoxy)acetanilid 
• 56311-75-2 N-(4-Chlorobenzyliden)-3-chlor-4-thiocyanatoanilin 
• 23745-23-5 Cyclopropanecarboxylic acid (3-chloro-4-thiocyanato-phenyl)-amide 
• 56311-73-0 1-Phenyl-3-(3-chlor-4-isothiocyanatophenyl)harnstoff 
• 56311-66-1 3'-Chloro-4'-thiocyanatophenoxyacetanilid 
• 56311-67-2 3'-Chlor-4'-thiocyanato(p-chlorphenoxy)acetanilid 
• 7263-32-3 N-Aethoxycarbonylmethyl-N'-(3-chlor-4-thiocyanato-phenyl)-harnstoff 
• 61994-07-8 3'-chloro-4'-thiocyanatohydrocinnamanilide 

Relevant academic research and scientific papers

ARS-TiO2 photocatalyzed direct functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions under visible light

An ARS-TiO2 photocatalyst has been prepared, by a simple method through stirring a mixture of ARS and TiO2 at room temperature in the dark, to extend the photocatalytic response of titanium dioxide toward the visible light spectrum. The synergic effect of ARS and TiO2 in the photocatalyst system has catalyzed direct C-H functionalization of sp2 C-H bonds toward thiocyanation and cyclization reactions. Several aromatic and heteroaromatic scaffolds (2-phenylamino-thiazole, phenol, aniline, indole and pyrrole derivatives) were treated with the thiocyanate anion at room temperature. Herein, the first report on thiocyanation of phenol and synthesis of 2-aminobenzothiazole derivatives under visible light is presented.

Metal-Free and Visible-Light-Promoted C-3 Thiocyanation of 2-Arylquinolin-4-ones

A C-3 thiocyanation of 2-aryl-quinolin-4-ones in the presence of eosin-Y and visible light has been developed. The methodology allows easy access to a variety of 2-aryl-3-thiocyano-quinolin-4-ones in moderate to high yields. Regioselective para-thiocyanat

Visible light thiocyanation of: N -bearing aromatic and heteroaromatic compounds using Ag/TiO2 nanotube photocatalyst

In this study, Ag/TiO2 nanotubes (Ag/TNT) were synthesized via simple hydrothermal process, and this photocatalyst was successfully exploited in thiocyanation reactions at room temperature under visible light irradiation. Four classes of important heterocyclic compounds including indole, aniline, pyrrole and 2-amino thiazole derivatives via Ag/TNT treated with ammonium thiocyanate formed the corresponding thiocyano compounds in moderate to excellent yields. Plasmonic property and catalytic performance of Ag nanoparticles (which mainly deposited on the surface of TNT) in absorbing species containing sulfur atoms were key components for the reactions to proceed. This potent, simple and versatile protocol reported for the first time afforded thiocyanation reactions of aniline, pyrrole and 2-amino thiazole derivatives under visible light. The reactions proceeded through a radical pathway by applying air molecular oxygen as a low-cost and environmentally friendly terminal oxidant.

Synthesis and evaluation of N-(methylthiophenyl)picolinamide derivatives as PET radioligands for metabotropic glutamate receptor subtype 4

In recent years, mGlu4 has received great research attention because of the potential benefits of mGlu4 activation in treating numerous brain disorders, such as Parkinson's disease (PD). A specific mGlu4 PET radioligand could be an important tool in understanding the role of mGlu4 in both healthy and disease conditions, and also for the development of new drugs. In this study, we synthesized four new N-(methylthiophenyl)picolinamide derivatives 11-14. Of these ligands, 11 and 14 showed high in vitro binding affinity for mGlu4 with IC50 values of 3.4 nM and 3.1 nM, respectively, and suitable physicochemical parameters. Compound 11 also showed enhanced metabolic stability and good selectivity to other mGluRs. [11C]11 and [11C]14 were radiolabeled using the [11C]methylation of the thiophenol precursors 20a and 20c with [11C]CH3I in 19.0% and 34.8% radiochemical yields (RCY), and their specific activities at the end of synthesis (EOS) were 496 ± 138 GBq/μmol (n = 6) and 463 ± 263 GBq/μmol (n = 4), respectively. The PET studies showed that [11C]11 accumulated fast into the brain and had higher uptake, slower washout and 25% better contrast than [11C]2, indicating improved imaging characteristics as PET radiotracer for mGlu4 compared to [11C]2. Therefore, [11C]11 will be a useful radioligand to investigate mGlu4 in different biological applications.