3154-18-5

Usage

Uses

Used in Pharmaceutical Industry:
Benzenamine, 4-ethoxy-N-methylis used as an intermediate in the synthesis of pharmaceuticals for its ability to react with other compounds to form new medicinal agents.
Used in Dye Industry:
This chemical is used as an intermediate in the production of dyes, where it contributes to the formation of various colorants for different applications.
Used in Pesticide and Fungicide Industry:
Benzenamine, 4-ethoxy-N-methylis utilized as an intermediate in the synthesis of pesticides and fungicides, where it helps create active ingredients that protect crops from pests and diseases.
Used in Chemical Intermediates:
Benzenamine, 4-ethoxy-N-methylserves as a building block in the production of other chemical intermediates, which are essential for the synthesis of a wide range of chemical products.

Upstream product

• 50-00-0 formaldehyd 
• 637-56-9 4-ethoxyaniline hydrochloride 
• 150-75-4 N-methyl-p-aminophenol 
• 84-66-2 Diethyl phthalate 
• 62-44-2 4-ethoxyacetanilide 
• 156-43-4 4-Ethoxyaniline 
• 107-43-7 betaine 
• 77-78-1 dimethyl sulfate 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 61587-14-2 N-(4-ethoxyphenyl)formamide 
• 124-41-4 sodium methylate 
• 83013-76-7 N-benzyloxycarbonyl-N-methyl-p-phenetidine 
• 796-99-6 6-ethoxy-3-(4-ethoxy-phenyl)-3,4-dihydro-quinazoline 

Downstream Products

• 1010-68-0 1,3-dimethyl-5-hydroxyoxindole 
• 854863-43-7 2-bromo-butyric acid-(N-methyl-p-phenetidide) 
• 73901-52-7 N-(4-ethoxy-phenyl)-N-methyl-thiourea 
• 6062-24-4 1-methyl-5-hydroxy-2-indolinone 
• 18469-17-5 N-methyl-N-nitroso-p-phenetidine 
• 7298-73-9 acetic acid-(N-methyl-p-phenetidide) 
• 29175-25-5 2-(N-methyl-p-phenetidino)-ethanol 
• 83013-84-7 3-(N-methyl-p-phenetidino)propionic acid 
• 83013-77-8 6-ethoxy-4-hydroxy-1-methyl-2-integriquinolone 
• 153880-70-7 2-bromo-N-(4-ethoxy-phenyl)-N-methyl-propionamide 
• 116707-99-4 1,3-dimethyl-5-methoxyindolin-2-one 
• 164455-08-7 (+)-(3aR)-N¹-benzylnoreseromethole 
• 159652-56-9 (+)-(3aR)-N¹-benzylnoreseroline phenylcarbamate 

Relevant academic research and scientific papers

Iodine-Promoted Metal-Free Cyclization and O/S Exchange of Acrylamides with Thiuram: One-Step Synthesis of Quinolino-2-thiones

A one-step cyclization and O/S exchange reaction of readily available acrylamides in the presence of iodine and thiuram has been developed. The reaction provides an efficient approach for the synthesis of highly important heterocycle quinolino-2-thiones with diverse substitution patterns.

Ruthenium(ii) complexes with N-heterocyclic carbene-phosphine ligands for theN-alkylation of amines with alcohols

Metal hydride complexes are key intermediates forN-alkylation of amines with alcohols by the borrowing hydrogen/hydrogen autotransfer (BH/HA) strategy. Reactivity tuning of metal hydride complexes could adjust the dehydrogenation of alcohols and the hydrogenation of imines. Herein we report ruthenium(ii) complexes with hetero-bidentate N-heterocyclic carbene (NHC)-phosphine ligands, which realize smart pathway selection in theN-alkylated reactionviareactivity tuning of [Ru-H] species by hetero-bidentate ligands. In particular, complex6cbwith a phenyl wingtip group and BArF?counter anion, is shown to be one of the most efficient pre-catalysts for this transformation (temperature is as low as 70 °C, neat conditions and catalyst loading is as low as 0.25 mol%). A large variety of (hetero)aromatic amines and primary alcohols were efficiently converted into mono-N-alkylated amines in good to excellent isolated yields. Notably, aliphatic amines, challenging methanol and diamines could also be transformed into the desired products. Detailed control experiments and density functional theory (DFT) calculations provide insights to understand the mechanism and the smart pathway selectionvia[Ru-H] species in this process.

N -Methylation of ortho -substituted aromatic amines with methanol catalyzed by 2-arylbenzo [d] oxazole NHC-Ir(iii) complexes

Seven new chelated cyclometalated Ir complexes of ABON,P, ABON,O, and ABON,C(carbene) based on a rigid and tunable 2-arylbenzo[d]oxazole backbone have been prepared for the N-methylation of amines. Among these three coordinated modes, ABON,C(carbene)-chelated iridium-based catalysts exhibited good performance in the monomethylation of aromatic amines with methanol (MeOH) as the green methylation reagent. The steric-modified synthesis of ABON,C(carbene) complexes was described. The most active ABON,C(carbene) complex with marginal steric hindrance as a catalyst was obtained from the benzoxazole ring without a substituent and methyl group of the benzimidazole ring on the N-heterocyclic carbene (NHC) ligand. A variety of amines including para- and meta-substituted aromatic amines, as well as heterocyclic amines, were formulated as suitable substrates. Importantly, this catalyst considerably promoted the yield of the N-methylation of ortho-substituted aromatic amines. Controlled kinetic experiments and deuterium-labeling reactions of these ortho-substituted amines were conducted under optimized conditions. On the basis of the experimental results, a plausible mechanism was proposed.

Room temperature N-heterocyclic carbene manganese catalyzed selective N-alkylation of anilines with alcohols

The first example of room temperature non-noble metal homogeneous system catalyzed selective N-alkylation of anilines with alcohols by a bis-NHC manganese complex is presented. This system was applied to a large range of alcohols and anilines, including biologically relevant motifs and challenging methanol. Experimental and computational studies suggest an outer-sphere mechanism for this NHC-Mn system.

Synthesis of N-alkylamino benzene-alkyl ether and application thereof

The invention discloses synthesis of N-alkylamino benzene-alkyl ether. The N-alkylamino benzene-alkyl ether is prepared by performing hydrogenation reduction and alkylation on the nitryl benzene-alkylether, and can be directly prepared from the amino benzene-alkyl ether. The invention further discloses application of the N-alkylamino benzene-alkyl ether as the gasoline additive, specifically thegasoline antiknock agent. An Octane value of the gasoline can be obviously improved when the 0.1-5.0% of the gasoline antiknock agent is added in the gasoline, and the knocking produced by the combustion of the gasoline in an engine is reduced.

Synthesis of N4-(substituted phenyl)-N4-alkyl/ desalkyl-9H-pyrimido[4,5-b]indole-2,4-diamines and identification of new microtubule disrupting compounds that are effective against multidrug resistant cells

A series of fourteen N4-(substituted phenyl)-N 4-alkyl/desalkyl-9H-pyrimido[4,5-b]indole-2,4-diamines was synthesized as potential microtubule targeting agents. The synthesis involved a Fisher indole cyclization of 2-amino-6-hydrazin

Amination of arenes with N,N-dimethyl-2-imidazolidinone O-methoxyacetyloxime

Treatment of nucleophilic arenes with N,N-dimethyl-2imidazolidinone O-methoxyacetyloxime and SnCl4 produced the corresponding N-arylimines, which were converted to anilines by hydrolysis with CsOH and to N-methylanilines by LiAlH4 reduction.

Copper-catalysed Oxidative Coupling of 4-Substituted N,N-Dimethylanilines with Terminal Alkynes under Molecular Oxygen

The reaction of 4-substituted N,N-dimethylanilines 1 with terminal alkynes 2 in presence of copper(II) chloride under oxygen gives the corresponding N-methyl-N-propargylaniline derivatives 3 together with N-methylformanilides 4 and N-methylanilines 5.

Sudies on the Chemical Constituents of Rutaceous Plants. XLVI. The Chemical Constituents of Xanthoxylum integrifoliolum (MERR). MERR. (Fagara integrifoliola MERR.) II. Structural Establishment of Integriquinolone, a New Phenolic Quinolone

The structure of integriquinolone (1), a new phenolic quinolone which was isolated from Xanthoxylum integrifolium (MERR.) MERR. (Fagara integrifoliola MERR.), was established as 6-hydroxy-4-methoxy-1-methyl-2-quinolone by synthesis of ethyl integriquinolone (2), 6-ethoxy-4-methoxy-1-methyl-2-quinoline.Keywords - structural establishment; Rutacae; Xanthoxylum species; 2-quinolone; integriquinolone