2050-43-3

Usage

Uses

Used in Chemical Synthesis:
2',4'-Dimethylacetanilide is used as a starting material in the synthesis of various organic compounds, including 5-acetamido-2,4-dimethylaniline. Its unique molecular structure makes it a valuable precursor for the creation of different chemical products.
Used in Pharmaceutical Research:
Given its carcinogenic effects on the liver in suckling mice, 2',4'-Dimethylacetanilide may be utilized in pharmaceutical research to study the mechanisms of carcinogenesis and develop potential treatments or preventive measures against liver cancer.
Used in Material Science:
The unique properties of 2',4'-Dimethylacetanilide, such as its boiling and melting points, may also make it a candidate for use in material science, where it could be employed in the development of new materials with specific thermal or chemical characteristics.

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic fumes ofNOx.

Upstream product

• 108-24-7 acetic anhydride 
• 95-68-1 2,4-Xylidine 
• 75-05-8 acetonitrile 
• 89-87-2 2,4-dimethylnitrobenzene 
• 21436-96-4 2,4-xylidine hydrochloride 
• 106-49-0 p-toluidine 
• 112359-25-8 5-(trifluoromethyl)dibenzothiophenium trifluoromethanesulfonate 
• 103-89-9 4-Methylacetanilide 
• 127-19-5 N,N-dimethyl acetamide 
• 75-36-5 acetyl chloride 
• 123-54-6 acetylacetone 
• 142425-94-3 2,4-dimethylacetophenone oxime 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 
• 10026-13-8 phosphorus pentachloride 

Downstream Products

• 303051-44-7 N-Acetyl-N-(2,4-dimethylphenyl)aniline 
• 13621-22-2 1-(5-amino-2,4-dimethyl-phenyl)-ethanone 
• 88046-82-6 N-(1-Chloro-vinyl)-N,N'-bis-(2,4-dimethyl-phenyl)-acetamidine 
• 117780-47-9 N-(2,4-Dimethyl-phenyl)-N-((E)-octa-2,7-dienyl)-acetamide 
• 13021-13-1 N,2,4-trimethylaniline 
• 6332-98-5 N,2,4-trimethylacetanilide 
• 208659-17-0 N-(2-iodo-4,6-dimethylphenyl) acetamide 
• 1196-79-8 2,5-Dimethyl-1H-indole 
• 93506-80-0 2-chloro-4,6-dimethyl-acetanilide 
• 860580-56-9 acetic acid-(2,3,5-trichloro-4,6-dimethyl-anilide) 
• 18731-19-6 3,4-dihydro-2,6-dimethyl-4-oxoquinazoline 
• 62476-60-2 N-(2.4-dimethyl-5-nitrophenyl)acetamide 
• 14421-73-9 1-(2-amino-3,5-dimethylphenyl)-1-phenylmethanone 
• 1742-94-5 N-ethyl-2,4-dimethylaniline 

Relevant academic research and scientific papers

A one pot protocol to convert nitro-arenes into: N-aryl amides

A two-step one pot, experimentally simple protocol, based on readily available and inexpensive reagents allowed the conversion of nitro-arenes directly to N-aryl amides. A metal-free reduction of the nitro group, mediated by trichlorosilane, followed by the addition of an anhydride afforded the corresponding N-aryl carboxyamide, that was isolated after a simple aqueous work up in good-excellent yields. When the methodology was applied to the reaction with γ-butyrolactone, the desired N-aryl butanamide derivative was obtained, featuring a chlorine atom at the γ-position, a functionalized handle that can be used for further synthetic manipulation of the reaction product. Such an intermediate has already been employed as a key advanced precursor of pharmaceutically active compounds.

Acylation of Phenols, Alcohols, Thiols, Amines and Aldehydes Using Sulfonic Acid Functionalized Hyper-Cross-Linked Poly(2-naphthol) as a Solid Acid Catalyst

Abstract: The hyper-cross-linked porous poly(2-naphthol) fabricated by the Friedel–Crafts alkylation of 2-naphthol has been functionalized with sulfonic acid to obtain a solid acid catalyst. The catalyst is applied for the protection of phenol, alcohols, thiols, amines and aldehydes with acetic anhydride at room temperature. The catalytic protection using the new solid acid is featured by achieving high yield at neat condition, needing no aqueous work-up and/or chromatographic separation, and showing excellent recycling efficiency, suggesting the potential of this sulfonated porous polymers as a new protection protocol in a wide range of sustainable chemical reactions. Graphical Abstract: [Figure not available: see fulltext.].

COMPOUNDS, COMPOSITIONS, AND METHODS FOR SELECTIVELY INHIBITING β-GLUCURONIDASES AND ALLEVIATING SIDE EFFECTS ASSOCIATED WITH DRUG TREATMENT INDUCED DIARRHEA

The present disclosure describes compounds and compositions that inhibit β-glucuronidase activity, and methods for attenuating the side effects of one or more drugs and improving the efficacy of drugs by administration of selective β-glucuronidase inhibitors.

Synthesis of acetamides from aryl amines and acetonitrile by diazotization under metal-free conditions

An efficient and metal-free coupling reaction has been developed that affords acetamides from the corresponding aryl amines and acetonitrile. This method tolerates a wide range of functional groups and is selective toward aryl amines. Preliminary mechanistic studies were conducted.

Werner transition-metal complex (WTMC)-mediated mild and efficient chemo-selective acylation of phenols and anilines under solvent-free condition

Werner-type transition-metal complexes (WTMC) such as [Co(NH3)5Cl]Cl2, Cu[(NH3)4]SO4, Mn(acac)3, Ni[(NH3)6]Cl2, Ni[(en)3]S2O3, and Hg[Co(SCN)4] efficiently promote the chemoselective acetylation of phenols and anilines under solvent-free condition. The results of this study clearly shows that the optimal condition for the acetylation of anilines/phenols (1 mmol) (2a–r) with acetic anhydride (1.2 mmol) in the presence of WTMC (1 mmol) and two drops of H3PO4 on heating for 10 min under solvent-free condition gives the corresponding acetanilides/phenyl acetate (3a–r) in good to excellent yield. Furthermore, the method is simple, efficient, chemoselective, and eco-friendly under solvent-free condition for the acetylation of anilines and phenols promoted by WTMC by using acetic anhydrate as the acetylating agent. The simple preparation of the catalyst, easy procedure of the acetylation reaction, and simple work-up indicate the importance of WTMC for such reactions.

Sulfonium Salts as Alkylating Agents for Palladium-Catalyzed Direct Ortho Alkylation of Anilides and Aromatic Ureas

A novel method for the ortho alkylation of acetanilide and aromatic urea derivatives via C-H activation was developed. Alkyl dibenzothiophenium salts are considered to be new reagents for the palladium-catalyzed C-H activation reaction, which enables the transfer of methyl and other alkyl groups from the sulfonium salt to the aniline derivatives under mild catalytic conditions.

Copper-(II) Catalyzed N-Formylation and N-Acylation of Aromatic, Aliphatic, and Heterocyclic Amines and a Preventive Study in the C-N Cross Coupling of Amines with Aryl Halides

A Cu-(II) catalyzed N-formylation and N-acylation of amines with moderate to excellent yields, using N, N-dimethyl formamide (DMF) and N, N-dimethyl acetamide (DMA) as a formyl and acylating sources in the presence of 1,2,4-triazole is reported. This novel, highly efficient and simple protocol shows broad substrate scope for aliphatic, aromatic, and heterocyclic amines. In addition, the conditions to prevent N-formylation and N-acylation impurities in the C?N cross coupling of amines and aryl halides are described typically when DMF and DMA are used as solvents, with various catalysts, ligands, and bases.

Sulfated choline ionic liquid-catalyzed acetamide synthesis by grindstone method

Sulfated choline ionic liquid (SCIL) has been found to be an efficient solid acid IL catalyst for the protection of amine groups with acetic anhydride under solvent-free grindstone conditions. The attractive features of this new catalytic methodology include its sustainability, facile work-up procedure, economic viability, and biodegradability. The SCIL catalyst was characterized using infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The catalyst could be reused six times without significant loss in activity. Furthermore, no chromatographic separations were needed to obtain the desired products.

Impregnated copper on Fe3O4: an efficient magnetically separable nanocatalyst for rapid and selective acylation of amines

The present paper describes the synthesis of N-arylacetamides through acetylation of arylamines with Ac2O in the presence of magnetically recyclable Fe3O4/Cu NPs. All reactions were carried out efficiently in H2O within 2–10?min to give the products in 89–95% yields. Selective acetylation of amines versus alcohols was carried out successfully with this acetylating system. In addition, acetylation of amines and phenols was taken place with the same reactivity. Reusability of the nanocatalyst was examined 5 times without significant loss of its catalytic activity.

Co3O4 nanoparticles prepared by oxidative precipitation method: an efficient and reusable heterogeneous catalyst for N-formylation of amines

Abstract: N-formylation of different amines was carried out with formic acid in the presence of the Co3O4 nanoparticles as an efficient, stable heterogeneous catalyst to give the corresponding formamides under solvent-free conditions. This method has advantages over the reported methods such as high yields, mild conditions, easy work-up and short reaction times. The catalyst was characterized by different techniques such as XRD, SEM and FT-IR spectroscopy. Graphical Abstract: [Figure not available: see fulltext.]