2524-76-7

Usage

Uses

Used in Organic Synthesis:
3-NITRO THIOANISOLE is used as a reagent in organic synthesis for the preparation of various organic compounds, leveraging its unique structure and reactivity.
Used in Dye Production:
3-NITRO THIOANISOLE is used as a precursor in the production of dyes, contributing to the development of colorants for various applications.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 3-NITRO THIOANISOLE is utilized as a precursor for the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs.
Used in Agrochemicals:
3-NITRO THIOANISOLE is employed as a starting material in the synthesis of agrochemicals, aiding in the creation of products for agricultural applications.
Used in Polymer and Material Production:
3-NITRO THIOANISOLE is also used in the production of polymers and materials, where its properties contribute to the development of new materials with specific characteristics.
It is essential to handle 3-NITRO THIOANISOLE with care due to its flammable nature and potential hazards if inhaled or ingested.

InChI:InChI=1/C7H7NO2S/c1-11-7-4-2-3-6(5-7)8(9)10/h2-5H,1H3

Upstream product

• 3814-18-4 3-nitrothiophenol 
• 77-78-1 dimethyl sulfate 
• 99-09-2 3-nitro-aniline 
• 5188-07-8 sodium thiomethoxide 
• 586-36-7 3-nitrophenyldiazonium tetrafluoroborate 
• 624-92-0 Dimethyldisulphide 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 645-00-1 m-iodonitrobenzene 
• 110-05-4 di-tert-butyl peroxide 
• 537-91-7 bis(3-nitrophenyl) disulfide 
• 121-73-3 3-Nitrochlorobenzene 
• 616-38-6 carbonic acid dimethyl ester 
• 13331-27-6 m-nitrobenzene boronic acid 
• 1783-81-9 3-methylmercaptoaniline 

Downstream Products

• 857586-50-6 bis-(3-methylsulfanyl-phenyl)-diazene-N-oxide 
• 857586-90-4 bis-(3-methylsulfanyl-phenyl)-diazene 
• 132016-29-6 methyl 3-nitrophenyl sulfoxide 
• 90109-81-2 (3-nitro-phenyl)-trichloromethyl sulfide 
• 13118-31-5 dimethyl-(3-nitro-phenyl)-sulfonium ; methyl sulfate 
• 1783-81-9 3-methylmercaptoaniline 
• 64-19-7 acetic acid 
• 130416-73-8 3-iodothioanisole 
• 1446114-06-2 methyl 5-bromo-2-[(3-methylthiophenyl)ethynyl]benzoate 
• 1446114-03-9 methyl 5-bromo-2-(3-(methylthio)phenethyl)benzoate 
• 1446114-04-0 5-acetyl-5,6,11,12-tetrahydro-2-methylthio-8-phenyldibenz[b,f]azocine 
• 22133-02-4 imino(methyl)(3-nitrophenyl)-λ⁶-sulfanone 
• 107518-44-5 (3-methylsulfanyl-phenyl)-phenyl-diazene 
• 23153-09-5 1-amino-4-methylthio-2-nitrobenzene 

Relevant academic research and scientific papers

Continuous-Flow Process for the Synthesis of m-Nitrothioanisole

A continuous-flow process for the preparation of m-nitrothioanisole has been set up. The starting material m-nitroaniline was diazotized to give diazonium chloride, followed by azo-coupling with sodium thiomethoxide to give 1-(methylthio)-2-(3-nitrophenyl)diazene, then dediazoniated to gain m-nitrothioanisole in high yield. The continuous-flow process minimized accumulation of the energetic intermediate diazonium salt and has a better capacity for adapting large-scale production. A solvent was introduced in the azo-coupling section to create a biphasic flow system. Side products were inhibited eminently in this flow process.

t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions

In the presence of potassium tert-butoxide (t-BuOK), the cross-coupling reaction between aryl fluorides and dimethyldisulfide was developed. A series of aryl methyl sulfides were obtained in moderate to good yields under transition-metal-free and mild conditions.

Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water

An efficient route to aryl methyl sulfides through the copper-catalyzed coupling reaction of aryl iodides or bromides with dimethyl disulfide in water is described. Electron-donating and electron-withdrawing functional groups in the substrates were tolerated, and the corresponding products were obtained in moderate to good yields.

Visible light-promoted formation of C-B and C-S bonds under metal- A nd photocatalyst-free conditions

A green, efficient, photoinduced synthesis of arylboronic esters and aryl sulfides has been developed. Bench stable arylazo sulfones were used as radical precursors for a photocatalyst- A nd additive-free carbon-heteroatom bond formation under visible light. The protocols are applicable to a wide range of substrates, providing products in good yields.

Metal-free S-methylation of diaryl disulfides with di-tert-butyl peroxide

An efficient approach for S-methylation of diaryl disulfides with di-tert-butyl peroxide under metal-free and neutral conditions was established. The present protocol shows good functional group tolerance to afford aryl methyl sulfides in moderate to good

Palladium-Catalyzed Thiomethylation via a Three-Component Cross-Coupling Strategy

In this report, the combination of masked inorganic sulfur and dimethyl carbonate was designed to achieve thiomethylated cross coupling of aryl chlorides. Remarkably, this powerful strategy realized thiomethylation of nucleosides bearing unprotected ribose, chloride-containing pharmaceuticals with late-stage coupling, and herbicides possessing multiple heteroatoms and steric hindrance. Moreover, this protocol is practically amenable to multigram-scale synthesis with a lower catalysis loading and a higher yield.

Methyl aryl thioether compound, and synthetic method and applications thereof

The invention discloses a methyl aryl thioether compound represented by formula 2, and a synthetic method and applications thereof. According to the synthetic method, in a reaction solvent, an aryl halide or an aromatic halide, dimethyl carbonate, and potassium thioacetate are taken as reaction raw materials, reaction is carried out in the presence of metal palladium catalyst under the action of a ligand and an alkali so as to obtain the methyl aryl thioether compound. The reaction conditions of the synthetic method are mild; the raw materials are cheap and easily available; reaction operation is simple; yield is relatively high. The methyl aryl thioether compound can be used for providing skeleton structures for the synthesis of a plurality of natural products and medicines, and can be widely applied in industrialized large-scale production.

Metal-free radical thiolations mediated by very weak bases

Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism via aryl, acetyloxyl, thiyl, and dimsyl radicals.

Metal-Free, DTBP-Mediated Methylthiolation of Arylboronic Acids with Dimethyldisulfide

An efficient method for the C-S bond formation via the coupling reaction of arylboronic acids with dimethyldisulfide has been developed under the metal-free conditions. This novel protocol provides an attractive route for the synthesis of aryl methyl sulf

Organocatalytic visible light mediated synthesis of aryl sulfides

Photo-sensitized synthesis of arylsulfides from arenediazonium salts in the presence of eosin Y has been developed. This protocol exhibits high functional group tolerance and a wide substrate scope and is an attractive alternative to the thermal reaction that involves explosive intermediates.