6097-21-8

Usage

Uses

Used in Chemical Synthesis:
4-Nitrophenacyl thiocyanate is used as a reagent for the synthesis of organic compounds, particularly in the formation of thiocarbamates through its reaction with amines. These thiocarbamates have various applications in the chemical industry.
Used in Dye Production:
In the dye industry, 4-nitrophenacyl thiocyanate is utilized in the production of dyes, contributing to the color and properties of the final products.
Used in Pharmaceutical Manufacturing:
4-NITROPHENACYL THIOCYANATE plays a role in the manufacturing of pharmaceuticals, where it may be involved in the synthesis of active ingredients or other components of medications.
Used in Synthesis of Other Thiocyanate Compounds:
4-Nitrophenacyl thiocyanate is a key component in the synthesis of other thiocyanate compounds, which have a wide range of applications in both chemistry and industry, including as intermediates in chemical reactions or in the production of specific types of materials.

InChI:InChI=1/C9H6N2O3S/c10-6-15-5-9(12)7-1-3-8(4-2-7)11(13)14/h1-4H,5H2

Upstream product

• 99-81-0 4-Nitrophenacyl bromide 
• 146120-04-9 1-[amino(thioxo)methyl]-5-hydroxy-3-methyl-1H-pyrazole 
• 540-72-7 sodium thiocyanide 
• 1147550-11-5 ammonium thiocyanate 
• 100-19-6 (4-nitrophenyl)ethanone 
• 333-20-0 potassium thioacyanate 
• 100-13-0 4-nitrostyrene 

Downstream Products

• 125488-18-8 2-Morpholino-4-(4-nitro-phenyl)-thiazol 
• 82000-31-5 2-p-Nitrobenzoyl-5H-thiadiazolo<2,3-b>quinazoline-5-one 
• 79576-75-3 C₁₈H₁₀N₄O₄S₃ 
• 128699-91-2 N,N'-Dimethyl-N,N'-bis<4-(4-nitro-phenyl)-thiazol-2-yl>-1,2-diaminoethane 
• 329015-71-6 N-[4-(4-nitrophenyl)thiazol-2-yl]-S-trityl-L-cysteine 
• 287935-20-0 (S)-(+)-N-[4-(4-nitro-phenyl)-thiazol-2-yl]-S-(triphenylmethyl)-cysteine methyl ester 
• 329015-72-7 N-[4-(4-nitrophenyl)thiazol-2-yl]-S-trityl-DL-cysteine 
• 2104-08-7 4-(4-nitrophenyl)-2-oxo-thiazole 
• 329015-88-5 (R)-3-Mercapto-2-[4-(4-nitro-phenyl)-thiazol-2-ylamino]-propionic acid methyl ester 
• 329015-78-3 2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol 
• 329015-77-2 (2R)-2-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-{[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amino}ethanethiol 
• 329015-86-3 (R)-2-(3-Methyl-[1,2,4]oxadiazol-5-yl)-2-[4-(4-nitro-phenyl)-thiazol-2-ylamino]-ethanethiol 
• 329015-75-0 N-[(1R)-1-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-(tritylsulfanyl)ethyl]-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amine 
• 329015-76-1 N-[1-(5,6-dihydro-1,4,2-dioxazin-3-yl)-2-(tritylsulfanyl)ethyl]-N-[4-(4-nitrophenyl)-1,3-thiazol-2-yl]amine 

Relevant academic research and scientific papers

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.

A 2-thiocyano HYPNONE derivatives method for the preparation of

The invention discloses a method for preparing 2-sulfur cyano acetophenone derivatives. The method for preparing the 2-sulfur cyano acetophenone derivatives comprises the following steps: dissolving styrene derivatives and ammonium thiocyanate in a solvent, and reacting at 20-30 DEG C to obtain 2-sulfur cyano acetophenone derivatives. According to the method for preparing the 2-sulfur cyano acetophenone derivatives, the styrene derivatives are taken as starting materials; the raw materials are easily available and various in type; products prepared by the method have various in type, can be directly used and can also be used for other further reactions; meanwhile, the method is mild in reaction conditions and simple in reaction operation and post-processing process; an accelerant does not need to be added; the production process meets the green and chemical requirements, is relatively high in yield and is suitable for large-scale production.

Oxidant-free thiocyanation of phenols and carbonyl compounds under solvent-free conditions by AlCl 3/NH 4SCN

A simple, efficient, solvent-free, and mild method for thiocyanation of phenols by ammonium thiocyanate (NH4SCN) in the presence of AlCl3 has been developed. This new methodology was used to prepare para-thiocyanated products in good to excellent yields at 70°C. In addition, the successful α-thiocyanation of various ketones has also been described. Finally, a plausible mechanism of thiocyanation has been suggested.

Integration of aqueous biphasic with magnetically recyclable systems: Polyethylene glycol-grafted Fe3O4 nanoparticles catalyzed phenacyl synthesis in water

The present work trends to define an efficient phenacyl catalytic synthesis method employing a new nano-magnetite-supported organocatalyst. Polyethylene glycol (PEG) was bonded successfully onto silica coated ferrite and the resultant nanoparticles (PEG@SiO2@Fe3O4) characterized by fourier transform infrared spectroscopy (FT-IR), atomic force microscopy (AFM), thermal gravimetric analysis (TGA), vibrating sample magnetometry (VSM), energy dispersive X-ray analysis (EDAX) and X-ray diffraction (XRD) that exhibited a good catalytic activity in the reaction. The nanoparticles could be easily separated from the reaction mixture by an external magnet and reused in seven reaction cycles without significant loss of activity.

Synthesis of ionic liquid-supported hypervalent iodine reagent and its application as a 'catch and release' reagent for α-substituted acetophenones

A novel imidazolium-based ionic liquid-supported hypervalent iodine reagent has been synthesized and employed for a 'catch and release' strategy with substituted acetophenones to generate various α-substituted acetophenones in good to excellent yields. The use of an ionic liquid-supported hypervalent iodine reagent avoids chromatographic separation for the purification of α-substituted acetophenones and thus makes the method greener.

Fragment-based drug discovery of 2-thiazolidinones as inhibitors of the histone reader BRD4 bromodomain

Recognizing acetyllysine of histone is a vital process of epigenetic regulation that is mediated by a protein module called bromodomain. To contribute novel scaffolds for developing into bromodomain inhibitors, we utilize a fragment-based drug discovery approach. By successively applying docking and X-ray crystallography, we were able to identify 9 fragment hits from diffracting more than 60 crystals. In the present work, we described four of them and carried out the integrated lead optimization for fragment 8, which bears a 2-thiazolidinone core. After several rounds of structure guided modifications, we assessed the druggability of 2-thiazolidinone by modulating in vitro pharmacokinetic studies and cellular activity assay. The results showed that two potent compounds of 2-thiazolidinones have good metabolic stability. Also, the cellular assay confirmed the activities of 2-thiazolidinones. Together, we hope the identified 2-thiazolidinone chemotype and other fragment hits described herein can stimulate researchers to develop more diversified bromodomain inhibitors.

Synthesis, characterization and application of β-cyclodextrin-silica nanocomposite as potential microvessel in nucleophilic substitution reaction of phenacyl halides

In the present study, β-cyclodextrin-silica hybrid is synthesized as a novel, efficient and eco-friendly microvessel and solid-liquid phase-transfer catalyst. This molecular host system was applied for nucleophilic substitution reaction of phenacyl halide

Cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate as an efficient reagent for the synthesis of phenacyl thiocyanates and phenacyl azides

Styrenes efficiently undergo thiocyanation and azidation with cis-1,4-bis(triphenylphosphonium)-2-butene peroxodisulfate at 0C to furnish the corresponding thiocyanatoketones and azidoketones. This method is a direct, one-pot synthesis under mild condition using methanol as solvent.

Inhibitory effect of 4-aryl 2-substituted aniline-thiazole analogs on growth of human prostate cancer LNCap cells

Androgen receptor (AR) is ligand-inducible nuclear hormone receptor which has been focused on key molecular target in growth and progression of prostate cancer. We synthesized a series of 4-aryl 2-substituted aniline-thiazole analogs and evaluated their anti-cancer activity in AR-dependent human prostate cancer LNCap cells. Among them, the compound 6 inhibited the tumor growth in LNCap-inoculated xenograft model.

Efficient α-thiocyanation of ketones using pyridinium hydrobromide perbromide

The direct α-thiocyanation of ketones with ammonium thiocyanate has been achieved using pyridinium hydrobromide perbromide under mild and neutral conditions to produce α-ketothiocyanates in excellent yields and with high selectivity. Copyright