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
• Article Data: 14

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

General Description

4-ACETAMIDOTHIOANISOLE is a chemical compound with the molecular formula C9H11NOS. It is a yellow to amber colored liquid with a pungent odor. 4-ACETAMIDOTHIOANISOLE is commonly used as an intermediate in the synthesis of pharmaceutical, agrochemical, and fragrance products. It is also used as a precursor in the manufacturing of dyes and as a reagent in organic chemistry reactions. 4-ACETAMIDOTHIOANISOLE has potential health hazards and should be handled with care, as it can cause irritation to the skin, eyes, and respiratory system. It is important to follow proper safety precautions and handling instructions when working with this compound.

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

• 77-78-1 dimethyl sulfate 
• 1126-81-4 4-acetamidothiophenol 
• 74-88-4 methyl iodide 
• 16766-09-9 (4-acetamidophenyl)disulfide 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 14040-11-0 tungsten hexacarbonyl 
• 701-57-5 1-methylthio-4-nitro-benzene 
• 616-38-6 carbonic acid dimethyl ester 
• 512-56-1 trimethyl phosphite 
• 141-78-6 ethyl acetate 
• 104-96-1 4-methylsulfanylaniline 
• 624-92-0 Dimethyldisulphide 
• 622-50-4 4-Acetamido-1-iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 

Downstream Products

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

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.

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.