65570-20-9

Basic information

• Product Name: N-Butyl-N-(2-methoxyphenyl)amine
• Synonyms: N-Butyl-N-(2-methoxyphenyl)amine;Benzenamine, N-butyl-2-methoxy-
• CAS NO: 65570-20-9
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.25878
• Mol File: 65570-20-9.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 264.2°C at 760 mmHg
• Flash Point: 107.1°C
• Appearance: /
• Density: 0.982g/cm³
• Vapor Pressure: 0.00983mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: N-Butyl-N-(2-methoxyphenyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-Butyl-N-(2-methoxyphenyl)amine(65570-20-9)
• EPA Substance Registry System: N-Butyl-N-(2-methoxyphenyl)amine(65570-20-9)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 65570-20-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H17NO/c1-3-4-9-12-10-7-5-6-8-11(10)13-2/h5-8,12H,3-4,9H2,1-2H3

Upstream product

• 109-74-0 propyl cyanide 
• 91-23-6 2-Nitroanisole 
• 90-04-0 2-methoxy-phenylamine 
• 529-28-2 4-iodoanisol 
• 109-73-9 N-butylamine 
• 5720-06-9 2-Methoxyphenylboronic acid 
• 75-64-9 tert-butylamine 
• 109-65-9 1-bromo-butane 
• 71-36-3 butan-1-ol 
• 109-69-3 n-Butyl chloride 
• 542-69-8 1-iodo-butane 
• 123-72-8 butyraldehyde 
• 303755-57-9 N-(2-methoxyphenyl)-2,4-dinitrobenzenesulfonamide 
• 921-01-7 rac-cysteine 

Downstream Products

• 1307740-93-7 2-(4-butylamino-3-methoxyphenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol 
• 1307741-65-6 2-bromo-N-butyl-N-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-methoxyphenyl]-5-methoxybenzamide 
• 82749-65-3 N,N-Dibutyl-2-methoxybenzenamine 

Relevant articles and documents

Aryl-Diadamantyl Phosphine Ligands in Palladium-Catalyzed Cross-Coupling Reactions: Synthesis, Structural Analysis, and Application

Synthesis, temperature-dependent NMR structure investigation and utilization of a new, stable and easily accessible aryl-diadamantylphosphine ligand family is reported. The bulky and electron-rich phosphorus center of the ligand enhances the catalytic activity of palladium in cross-coupling reactions of sterically demanding ortho-substituted aryl halides. In our study, we demonstrated the synthetic applicability of the new phosphine ligands in Buchwald-Hartwig and tosyl hydrazone coupling reactions.

Thiol activated prodrugs of sulfur dioxide (SO2) as MRSA inhibitors

Drug resistant infections are becoming common worldwide and new strategies for drug development are necessary. Here, we report the synthesis and evaluation of 2,4-dinitrophenylsulfonamides, which are donors of sulfur dioxide (SO2), a reactive sulfur species, as methicillin-resistant Staphylococcus aureus (MRSA) inhibitors. N-(3-Methoxyphenyl)-2,4-dinitro-N-(prop-2-yn-1-yl)benzenesulfonamide (5e) was found to have excellent in vitro MRSA inhibitory potency. This compound is cell permeable and treatment of MRSA cells with 5e depleted intracellular thiols and enhanced oxidative species both results consistent with a mechanism involving thiol activation to produce SO2.

Use of primary amines for the selective n-alkylation of anilines by a reusable heterogeneous catalyst

Traditionally, anilines can be alkylated with reactive alkyl halides but now more safe reagents such as alcohols or even amines can be used. To overcome the limits of homogeneous catalysis for aniline N-alkylation, we have developed a protocol that employs simple Pd/C as a heterogeneous catalyst under microwave dielectric heating. The process, based on the easy Pd-mediated oxidation of primary amines to imines followed by aniline addition, is characterized by a high atom economy as ammonia is the only other product of the reaction. This kind of aniline alkylation with amines has been carried out both in ionic liquid medium using [bmim]PF6 or in a more traditional solvent such as THF where the catalyst could be successfully recycled more times. The reusability of the catalyst was further confirmed by using material recycled from the amination in a standard alkene hydrogenation without loss of efficiency. Georg Thieme Verlag Stuttgart New York.