6097-26-3

Usage

Uses

Used in Chemical Synthesis:
4-Methoxyphenacyl Thiocyanate is used as a chemical intermediate for the synthesis of other compounds. Its thiocyanate functional group provides a versatile platform for further chemical reactions and modifications, making it a valuable component in the development of new chemical entities.
Used in Research Applications:
In the field of chemistry, 4-Methoxyphenacyl Thiocyanate is used as a research compound to study its properties and potential applications. Its unique structure and functional groups may offer insights into new chemical reactions or pathways, contributing to the advancement of chemical knowledge.
Used in Pharmaceutical Development:
Although not extensively studied, 4-Methoxyphenacyl Thiocyanate may have potential applications in the pharmaceutical industry. Its chemical structure could be explored for the development of new drugs or drug candidates, particularly in areas where its thiocyanate functional group could interact with biological targets or enzymes.
Used in Material Science:
The properties of 4-Methoxyphenacyl Thiocyanate may also be relevant in material science, where its unique structure could be utilized in the design and synthesis of new materials with specific properties. This could include applications in areas such as polymer chemistry, catalysis, or the development of novel materials with tailored characteristics.

InChI:InChI=1/C10H9NO2S/c1-13-9-4-2-8(3-5-9)10(12)6-14-7-11/h2-5H,6H2,1H3

Upstream product

• 93435-57-5 α-tosyloxy-p-methoxyacetophenone 
• 333-20-0 potassium thioacyanate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 637-69-4 4-Methoxystyrene 
• 1147550-11-5 ammonium thiocyanate 
• 2196-99-8 2-chloro-1-(4-methoxyphenyl)ethanone 
• 163276-49-1 1-thiocyanatopyrrolidine-2,5-dione 
• 768-60-5 4-methoxyphenylacetylen 
• 41068-36-4 2-chloro-4-methoxyacetophenone 
• 51747-42-3 2-(4-methoxy-phenyl)-acrylic acid 
• 2632-13-5 2-Bromo-4'-methoxyacetophenone 
• 540-72-7 sodium thiocyanide 
• 344790-87-0 1-butyl-3-methylimidazolium thiocyanate 
• 532-55-8 Benzoyl isothiocyanate 

Downstream Products

• 2104-05-4 4-(4-methoxyphenyl)thiazole-2(3H)-thione 
• 2104-03-2 4-(4-methoxyphenyl)-2-oxo-thiazole 
• 2104-01-0 2-chloro-4-(4-methoxy-phenyl)-thiazole 
• 959-23-9 4'-methoxychalcone 
• 1059118-37-4 C₇₀H₉NO₂S 
• 1257425-08-3 4-(4-methoxyphenyl)-3-(pyridine-2-ylmethyl)thiazol-2(3H)imine 
• 1257425-12-9 4-(4-methoxyphenyl)-3-(pyridine-4-ylmethyl)thiazol-2(3H)imine 
• 65263-11-8 3,6-bis(4-methoxyphenyl)-2,7-dihydro-1,4,5-thiadiazepine 
• 15982-64-6 1,4-bis(4-methoxyphenyl)butane-1,4-dione 
• 2104-03-2 4-(4-methoxyphenyl)thiazol-2-ol 
• 99073-84-4 2-bromo-4-(4-methoxyphenyl)thiazole 
• 65679-07-4 4-(4-methoxy-phenyl)-3-naphthalen-2-yl-3H-thiazol-2-ylideneamine 
• 66373-68-0 1-(4-methoxy-phenyl)-benzo[g]thiazolo[3,2-a]quinazolin-5-one 

Relevant academic research and scientific papers

Visible-Light-Mediated Additive-Free Decarboxylative Ketonization Reaction of Acrylic Acids: An Access to α-Thiocyanate Ketones

Visible-light-mediated additive-free decarboxylative functionalization of acrylic acids has been developed. The reaction uses inexpensive organic dye 9,10-dicyanoanthracene as a photocatalyst and uses the ubiquitous dioxygen as both an oxygen source and an oxidant. Through this mild and environmentally friendly method, a series of important α-thiocyanate ketones can be generated from easily available acrylic acids and ammonium thiocyanate. In addition, the facile transformation of product α-thiocyanate ketones makes this method have great potential for application in organic and pharmaceutical chemistry.

Visible-light-promoted thiocyanation of sp2C-H bonds over heterogeneous graphitic carbon nitrides

Mesoporous graphitic carbon nitride (mpg-C3N4) has been developed as a metal-free heterogeneous photocatalyst for thiocyanation transformations. The reaction proceeds efficiently by utilizing air as a green oxidant under mild reaction conditions, which affords SCN-containing compounds in moderate to excellent yields. Meanwhile, the practicality of this protocol is further demonstrated by the reusability of the mpg-C3N4photocatalyst and the scaled-up reaction. Furthermore, detailed mechanistic studies clearly demonstrate the role of oxygen.

An ionic liquid supported on magnetite nanoparticles as an efficient heterogeneous catalyst for the synthesis of alkyl thiocyanates in water

The present study describes a convenient method to synthesize alkyl thiocyanates from alkyl halides with the use of a novel nanomagnetic-supported organocatalyst (MNP@PEG-ImCl). The new supported ionic liquid is fully characterized by field-emission scanning electron microscopy (FESEM), Fourier-transform infrared (FT-IR), energy dispersive X-ray analysis (EDAX), X-ray powder diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM) as well as thermogravimetric analysis (TGA) techniques. It is noteworthy that we observed easy separation of the catalyst from the reaction mixture by a simple magnetic decantation and its reutilization many times without any appreciable loss of activities.

Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands

A family of three spatially directional resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- A nd environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic solvents. The recoverability and reusability of RCG catalytic systems, that is, RCG1 and RCG3, were also examined upon a simple extraction of the desired products using DCM or ethyl acetate, followed by subjecting the recovered aqueous solution containing the RCG catalysts to the next reaction cycles.

Photo-sensitized oxy-thiocyanation of terminal alkynes/1,3-aryldienes and their one-pot conversion to 2-hydroxy 4-substituted aryl thiazoles

A regioselective visible light induced synthesis of aryl α-thiocyano ketones/thiocyano alcohols from activated terminal aryl alkynes and aryl 1,3-conjugated dienes was achieved. This mild and non-metallic oxidation is exclusively driven by benign ambient air in the presence of an organic photo-catalyst and NH4SCN. This protocol was also demonstrated at the 5 mmol scale for the synthesis of potentially therapeutic 2-hydroxy 4-substituted arylthiazoles in good yields, signifying its amenability for large-scale application.

Imidazolium-Based Ionic Network as a Robust Heterogeneous Catalyst in Synthesis of Phenacyl Derivatives

A new imidazolium-based poly(ionic liquid) has been synthesized and used as a robust heterogeneous catalyst for the preparation of phenacyl derivatives by an SN2 reaction of different phenacyl bromides with a broad range of nucleophiles. The products are obtained in high yields under mild conditions. The catalyst can be recycled efficiently.

Visible-Light-Promoted Difunctionalization of Olefins Leading to α-Thiocyanato Ketones

A simple and convenient visible-light-induced difunctionalization of alkenes with ammonium thiocyanate and dioxygen has been developed at room temperature. A series of α-thiocyanato ketones could be easily and efficiently obtained in moderate to good yields through the formation of C-S and C=O bonds simply by using nontoxic and inexpensive Na 2 -Eosin Y as a photocatalyst.

Ag-Catalyzed Thiocyanofunctionalization of Terminal Alkynes to Access Alkynylthiocyanates and α-Thiocyanoketones

Unprecedented one-pot thiocyanofunctionalizations of terminal alkynes to deliver alkynylthiocyanates and α-thiocyanoketones using a silver-catalyzed procedure or under silver/gold relay catalysis is reported. These synthetically valuable organothiocyanates are accessed in high efficiency, and their derivatization into a variety of valuable sulfur-containing heterocycles and sulfides has also been demonstrated.

N-Thiocyanatosaccharin: A "sweet" Electrophilic Thiocyanation Reagent and the Synthetic Applications

N-Thiocyanatosaccharin (R1) was readily prepared from the sweet additive Saccharin in two steps with a 71% overall yield. By applying this new reagent to diverse nucleophiles such as benzothiophenes, indoles, oxindoles, aromatic amines, phenols, β-keto carbonyl compounds, and aromatic ketones, a novel electrophilic thiocyanation reaction was achieved with high yields (up to 99%). The potential recycling of Saccharin, the wide scope of substrates, and the mild reaction conditions made this protocol much more practical.

Ammonium [11C]thiocyanate: revised preparation and reactivity studies of a versatile nucleophile for carbon-11 radiolabelling

Herein we report the preparation of ammonium [11C]thiocyanate via the reaction of [11C]CS2 with ammonia. The [11C]SCN- ion is demonstrated as a potent nucleophile that can be used to readily generate a range of 11C-labelled thiocyanate molecules in high conversions. Furthermore, novel 11C-labelled thiazolone molecules can be easily prepared from the intermediate α-thiocyanatophenones via an acid mediated cyclisation reaction.