10352-44-0

Basic information

• Product Name: 4-ACETAMIDOTHIOANISOLE
• Synonyms: 4'-(Methylthio)acetanilide;N-[4-(Methylsulfanyl)phenyl]acetamide;4-ACETAMIDOTHIOANISOLE;4-Methylmercaptoacetanilide;4-ACETAMIDOTHIOANISOLE 98+%;4-(Acetylamino)thioanisole;Methyl p-(acetylamino)phenyl sulfide;NSC 151370
• CAS NO: 10352-44-0
• Molecular Formula: C₉H₁₁NOS
• Molecular Weight: 181.25
• Mol File: 10352-44-0.mol

Chemical Properties

• Melting Point: 128-130°C
• Boiling Point: 371℃
• Flash Point: 178℃
• Appearance: /
• Density: 1.14
• Vapor Pressure: 1.1E-05mmHg at 25°C
• Refractive Index: 1.578
• PKA: 14.55±0.70(Predicted)
• CAS DataBase Reference: 4-ACETAMIDOTHIOANISOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ACETAMIDOTHIOANISOLE(10352-44-0)
• EPA Substance Registry System: 4-ACETAMIDOTHIOANISOLE(10352-44-0)

Safety Data

• Safety Statements: 22-24/25
• Hazardous Substances Data: 10352-44-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-ACETAMIDOTHIOANISOLE is used as a key intermediate in the synthesis of various pharmaceutical products. Its unique chemical structure allows it to be incorporated into the development of new drugs, contributing to the advancement of medicine and healthcare.
Used in Agrochemical Industry:
In the agrochemical sector, 4-ACETAMIDOTHIOANISOLE is employed as an intermediate for the production of agrochemicals. Its role in this industry is vital for the development of effective and safe products that protect crops and enhance agricultural productivity.
Used in Fragrance Industry:
4-ACETAMIDOTHIOANISOLE is utilized as a component in the creation of fragrances, adding to the complexity and richness of scents in various consumer products. Its unique properties contribute to the development of innovative and appealing fragrances.
Used in Dye Manufacturing:
As a precursor in dye production, 4-ACETAMIDOTHIOANISOLE plays a significant role in the textile and colorant industries. Its chemical properties enable the creation of a wide range of dyes with diverse color characteristics and applications.
Used in Organic Chemistry Research:
4-ACETAMIDOTHIOANISOLE is employed as a reagent in various organic chemistry reactions, facilitating the synthesis of complex organic compounds and contributing to the advancement of scientific research and discovery.
It is essential to recognize the potential health hazards associated with 4-ACETAMIDOTHIOANISOLE and to implement appropriate safety precautions and handling instructions when working with 4-ACETAMIDOTHIOANISOLE to ensure the well-being of individuals and the environment.

InChI:InChI=1/C9H11NOS/c1-7(11)10-8-3-5-9(12-2)6-4-8/h3-6H,1-2H3,(H,10,11)

Upstream product

• 108-24-7 acetic anhydride 
• 104-96-1 4-methylsulfanylaniline 
• 77-78-1 dimethyl sulfate 
• 1126-81-4 4-acetamidothiophenol 
• 74-88-4 methyl iodide 
• 39650-82-3 2,2-dimethoxy-1-methylpyrrolidine 
• 722-27-0 bis(4-aminophenyl)disulfide 
• 75-36-5 acetyl chloride 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 624-92-0 Dimethyldisulphide 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 141-78-6 ethyl acetate 
• 14040-11-0 tungsten hexacarbonyl 

Downstream Products

• 22821-80-3 N-(4-methanesulfonylphenyl)acetamide 
• 139696-89-2 N-(4-(methylsulfinyl)phenyl)acetamide 
• 87956-82-9 thioacetic acid-(4-methylsulfanyl-anilide) 
• 104-96-1 4-methylsulfanylaniline 
• 76030-62-1 10-(2,6-Dimethyl-phenyl)-5-ethyl-4a-hydroxy-3-methyl-5,10-dihydro-4aH-benzo[g]pteridine-2,4-dione 
• 628317-02-2 N-[4-((S)-Methanesulfinyl)-phenyl]-acetamide 
• 139696-89-2 N-[4-((R)-Methanesulfinyl)-phenyl]-acetamide 
• 881-70-9 3',4'-dimethoxyacetanilide 
• 1095715-28-8 2-methyl-1-(4-methylsulfanylphenyl)-1H-benzomidazole 
• 103913-29-7 N-(4-morpholin-4-yl-phenyl)-acetamide 
• 1056456-21-3 N-methyl-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetamide 
• 51657-90-0 N-methyl-N-[4-(methylsulfanyl)phenyl]acetamide 

Relevant articles and documents

A Mild Heteroatom (O -, N -, and S -) Methylation Protocol Using Trimethyl Phosphate (TMP)-Ca(OH) 2Combination

A mild heteroatom methylation protocol using trimethyl phosphate (TMP)-Ca(OH)2combination has been developed, which proceeds in DMF, or water, or under neat conditions, at 80 °C or at room temperature. A series of O-, N-, and S-nucleophiles, including phenols, sulfonamides, N-heterocycles, such as 9H-carbazole, indole derivatives, and 1,8-naphthalimide, and aryl/alkyl thiols, are suitable substrates for this protocol. The high efficiency, operational simplicity, scalability, cost-efficiency, and environmentally friendly nature of this protocol make it an attractive alternative to the conventional base-promoted heteroatom methylation procedures.

Preparation method of acetamide compound

The invention discloses a preparation method of an acetamide compound, the preparation method comprises the following steps: reacting tetracarbonyl dichloride rhodium, 1, 3-bis (diphenylphosphine) propane, tungsten carbonyl, sodium phosphate, sodium iodide, water, a nitro compound and dimethyl carbonate at 120 DEG C for 24 hours, and after the reaction is completed, performing post-treatment to obtain the acetamide compound. According to the preparation method, dimethyl carbonate serves as a C1 source and also serves as a green solvent, operation is easy, reaction starting raw materials are low in price and easy to obtain, the tolerance range of substrate functional groups is wide, and reaction efficiency is high. Various acetamide compounds can be synthesized according to actual needs, so that the practicability of the method is widened while the operation is convenient.

Efficient nitriding reagent and application thereof

The invention discloses an efficient nitriding reagent and application thereof, wherein the nitriding reagent comprises nitrogen oxide, an active agent, a reducing agent and an organic solvent. By applying the nitriding reagent, nitrogen-containing compounds such as amide, nitrile and the like can be produced, and the method is simple in condition, low in waste discharge amount and simple in reaction equipment.

A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds

Dimethyl carbonate (DMC), an environment-friendly compound prepared from CO2, shows diverse reactivities. In this communication, an efficient procedure using DMC as both a C1 building block and solvent in the aminocarbonylation reaction with nitro compounds has been developed. W(CO)6acts both a CO source and a reductant here.

Sulfuryl Fluoride Mediated Synthesis of Amides and Amidines from Ketoximes via Beckmann Rearrangement

A metal-free and redox-neutral method for Beckmann rearrangement employing inexpensive and readily available SO2F2 gas is described. The reported transformation proceeds at ambient temperature and is compatible with a wide range of sterically and electronically diverse aromatic, heteroaromatic, aliphatic and lignin-like oximes providing amides in good to excellent yields. The reaction proceeds through the formation of an imidoyl fluoride intermediate that can also be used for the synthesis of amidines.

Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chemical nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles.

Manganese-Catalyzed Direct Conversion of Ester to Amide with Liberation of H2

A simple and efficient Mn-catalyzed acylation of amines is achieved using both acyl and alkoxy functions of unactivated esters with the liberation of molecular hydrogen as a sole byproduct. The present protocol provides an atom-economical and sustainable route for the synthesis of amides from esters by employing an earth-abundant manganese salt and inexpensive phosphine-free tridentate ligand.

A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides

The general catalytic synthesis of aryl and vinyl thioethers from readily available halides remains a challenge. Herein we report a unified method for the thiolation of aryl and vinyl iodides with dialkyl disulfides using visible light photoredox catalysis. A range of thioether products bearing diverse functional groups can be accessed in high yield and with excellent chemoselectivity. We demonstrate the versatility of this method through the expedient synthesis of a family of thioether-rich natural products. A detailed investigation of the photocatalytic mechanism is presented from both steady-state and time-resolved luminescent quenching as well as transient absorption spectroscopy experiments.

An environmentally benign and selective electrochemical oxidation of sulfides and thiols in a continuous-flow microreactor

A practical and environmentally benign electrochemical oxidation of thioethers and thiols in a commercially-available continuous-flow microreactor is presented. Water is used as the source of oxygen to enable the oxidation process. The oxidation reaction utilizes the same reagents in all scenarios and the selectivity is solely governed by the applied potential. The procedure exhibits a broad scope and good functional group compatibility providing access to various sulfoxides (15 examples), sulfones (15 examples) and disulfides (6 examples). The use of continuous flow allows the optimal reaction parameters (e.g. residence time, applied voltage) to be rapidly assessed, to avoid mass- and heat-transfer limitations and to scale the electrochemistry.

Rhodium-Catalyzed ipso-Borylation of Alkylthioarenes via C-S Bond Cleavage

Rhodium-catalyzed transformation of alkyl aryl sulfides into arylboronic acid pinacol esters via C-S bond cleavage is reported. In combination with transition-metal-catalyzed sulfanyl group-guided regioselective C-H borylation reactions of alkylthioarenes, this method allows the synthesis of a diverse range of multisubstituted arenes.