2933-74-6

Usage

Uses

Used in Nanotechnology Industry:
Ethanol, 2-(4-methylphenyl)aminois used as a precursor in the synthesis of nanotubes (1) and nanocables (2), which have potential applications in various fields such as electronics, energy storage, and sensing.
Used in Textile Industry:
Ethanol, 2-(4-methylphenyl)aminois primarily used in the synthesis of polyester fibers, which are widely used in the production of textiles and clothing due to their durability and versatility.
Used in Packaging Industry:
Ethanol, 2-(4-methylphenyl)aminois also used in the synthesis of polyethylene terephthalate (PET) bottling products, which are commonly used for packaging beverages and other consumer goods.
Used in Chemical Research:
Ethanol, 2-(4-methylphenyl)aminois utilized in the study of phosphocholine membranes through the synthesis of polyethylene glycol (4), which can provide insights into the structure and function of biological membranes.
Used in Environmental and Food Contaminant Analysis:
Ethanol, 2-(4-methylphenyl)aminois listed as a Drinking Water Contaminant Candidate List 3 (CCL 3) compound by the United States Environmental Protection Agency (EPA). It is important for monitoring environmental and food contaminants to ensure public health and safety.

InChI:InChI=1/C9H13NO/c1-8-2-4-9(5-3-8)10-6-7-11/h2-5,10-11H,6-7H2,1H3

Upstream product

• 75-21-8 oxirane 
• 106-49-0 p-toluidine 
• 107-07-3 2-chloro-ethanol 
• 66889-71-2 N-(2-hydroxyethyl)-2-(4-methylphenoxy)acetamide 
• 74552-28-6 N-(p-Tolyl)carbamidsaeure-β-chlorethylester 
• 624-31-7 4-tolyl iodide 
• 141-43-5 ethanolamine 
• 940-64-7 2-(4-methylphenoxy)acetic acid 
• 106-43-4 para-chlorotoluene 
• 107-21-1 ethylene glycol 
• 26583-58-4 β-(2-methylphenoxy)ethylamine 
• 5198-46-9 3-(4-methylphenyl)-2-oxazolidinone 
• 106-38-7 para-bromotoluene 
• 540-51-2 2-bromoethanol 

Downstream Products

• 22746-90-3 3-p-tolyl-oxazolidine 
• 138416-29-2 N-(2-hydroxy-ethyl)-N-p-tolyl-urea 
• 3367-48-4 1,4-bis(4-methylphenyl)piperazine 
• 54472-50-3 N-(2-bromo-ethyl)-p-toluidine; hydrobromide 
• 28819-50-3 2-methyl-3-p-tolyl-oxazolidine 
• 19853-56-6 2-phenyl-3-p-tolyl-[1,3,2]oxazaphospholidine 
• 80077-20-9 2-Chloro-3-p-tolyl-[1,3,2]oxazaphospholidine 
• 58287-30-2 N-(2-Hydroxy-ethyl)-4-nitro-N-p-tolyl-benzenesulfonamide 
• 38201-24-0 N-(4-methylphenyl)aziridine 
• 71472-58-7 3,4-dihydro-7-methyl-2H-1,4-benzoxazine 

Relevant academic research and scientific papers

Ligand compound for copper catalyzed aryl halide coupling reaction, catalytic system and coupling reaction

The invention provides a ligand compound capable of being used for copper catalyzed aryl halide coupling reaction, the ligand compound is a three-class compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group, and the invention also provides a catalytic system for the aryl halide coupling reaction. Thecatalytic system comprises a copper catalyst, a compound containing a 2-(substituted or non-substituted) aminopyridine nitrogen-oxygen group adopted as a ligand, alkali and a solvent, and meanwhile, the invention also provides a system for the aryl halide coupling reaction adopting the catalyst system. The compound containing the 2-(substituted or non-substituted) aminopyridine nitrogen oxygen group can be used as the ligand for the copper catalyzed aryl chloride coupling reaction, and the ligand is stable under a strong alkaline condition and can well maintain catalytic activity when being used for the copper-catalyzed aryl chloride coupling reaction. In addition, the copper catalyst adopting the compound as the ligand can particularly effectively promote coupling of copper catalyzed aryl chloride and various nucleophilic reagents which are difficult to generate under conventional conditions, C-N, C-O and C-S bonds are generated, and numerous useful small molecule compounds are synthesized. Therefore, the aryl halide coupling reaction has a very good large-scale application prospect by adopting the copper catalysis system of the ligand.

Porous polymeric ligand promoted copper-catalyzed C-N coupling of (hetero)aryl chlorides under visible-light irradiation

A porous polymeric ligand (PPL) has been synthesized and complexed with copper to generate a heterogeneous catalyst (Cu@PPL) that has facilitated the efficient C-N coupling with various (hetero)aryl chlorides under mild conditions of visible-light irradiation at 80 °C (58 examples, up to 99% yields). This method could be applied to both aqueous ammonia and substituted amines, and is compatible to a variety of functional groups and heterocycles, as well as allows tandem C-N couplings with conjunctive dihalides. Furthermore, the heterogeneous characteristic of Cu@PPL has enabled a straightforward catalyst separation in multiple times of recycling with negligible catalytic efficiency loss by simple filtration, affording reaction mixtures containing less than 1 ppm of Cu residue. [Figure not available: see fulltext.]

METHODS FOR PREPARING BENZOXAZINES

A method is provided for preparing a compound / the method comprising carrying out the following reaction: Formula (i); Formula (ii) where: R10 is hydrogen or a hydroxy protecting group; PG is an amine protecting group; and q is 1 where PG is a

Green synthesis of N-(2-hydroxyethyl)anilines by the selective alkylation reaction in H2O

Based on our previous work, a safer and more sustainable protocol for the synthesis of N-(2-Hydroxyethyl)anilines has been developed. The synthesis included the selective alkylation reaction of aniline with 2-chloroethanol in H2O, eliminating the need for any catalysts and solvents during synthesis. Comparing with our previous work, the salient features of this methodology are eco-friendliness, economic benefit, and the ease of obtaining target compounds. The selective alkylation reaction in H2O is amenable to scale-up for the synthesis of N-(2-Hydroxyethyl)anilines.

Visible light-mediated Smiles rearrangements and annulations of non-activated aromatics

We report the first examples of radical cation Smiles rearrangements. A series of aryloxy alkylamines underwent spontaneous reaction, with the amino group displacing theipso-alkoxy group through substitution, at ambient temperature and under photoactivation by visible light in the presence of an acridinium catalyst (5 mol%). The study was extended to 3-(2-methoxyphenyl)propan-1-amine derivatives, which lack an appropriateipsoleaving group. Here, efficient cyclisations resulted in displacement of the methoxy group and formation of tetrahydroquinolines.

CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines

A class of 2-aminopyridine 1-oxides are discovered to be effective ligands for the Cu-catalyzed amination of less reactive (hetero)aryl chlorides. A wide range of functionalized (hetero)aryl chlorides reacted with various aliphatic amines to afford the desired products in good to excellent yields under the catalyst of CuI/2-aminopyridine 1-oxides. Furthermore, the catalyst system worked well for the coupling of cyclic secondary amines and N-methyl benzylamine with (hetero)aryl chlorides.

Cu2O/1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide catalyzed C-N cross-coupling reaction in aqueous media

An experimentally simple, efficient, and inexpensive catalyst system was developed for the N-arylation of imidazole, indole, pyrrole, alkyl alcohol amines, and alkyl amines with aryl iodides and bromides. The reaction proceeds in water-ethanol media at 120 °C for 12 h with Cu2O as the catalyst, 1-(2-methylhydrazine-1-carbonyl)-isoquinoline 2-oxide (L2) as the ligand, NaOH as the base to generate a wide range of N-arylated products in moderate to excellent yields. Aqueous medium, ease of operation, and broad substrate scope give the process a benign environmental profile.

Oxalic amide ligands, and uses thereof in copper-catalyzed coupling reaction of aryl halides

The present invention provides oxalic amide ligands and uses thereof in copper-catalyzed coupling reaction of aryl halides. Specifically, the present invention provides a use of a compound represented by formula I, wherein definitions of each group are described in the specification. The compound represented by formula I can be used as a ligand in copper-catalyzed coupling reaction of aryl halides for the formation of C—N, C—O and C—S bonds.

HETEROCYCLIC CARBOXYLIC ACID AMIDE LIGAND AND APPLICATIONS THEREOF IN COPPER CATALYZED COUPLING REACTION OF ARYL HALOGENO SUBSTITUTE

Provided are a heterocyclic carboxylic acid amide ligand and applications thereof in a copper catalyzed coupling reaction. Specifically, provided are uses of a compound represented by formula (I), definitions of radical groups being described in the specifications. The compound represented by formula (I) can be used as the ligand in the copper catalyzed coupling reaction of the aryl halogeno substitute, and is used or catalyzing the coupling reaction for forming the aryl halogeno substitute having C—N, C—O, C—S and other bonds.

Straight Access to Indoles from Anilines and Ethylene Glycol by Heterogeneous Acceptorless Dehydrogenative Condensation

The development of original strategies for the preparation of indole derivatives is a major goal in drug design. Herein, we report the first straight access to indoles from anilines and ethylene glycol by heterogeneous catalysis, based on an acceptorless dehydrogenative condensation, under noninert conditions. In order to achieve high selectivity, a combination of Pt/Al2O3 and ZnO have been found to slowly dehydrogenate ethylene glycol generating, after condensation with the amine and tautomeric equilibrium, the corresponding pyrrole-ring unsubstituted indoles.