117531-37-0

Basic information

• Product Name: N-allyl-3-methoxyaniline
• Synonyms: N-allyl-3-methoxyaniline
• CAS NO: 117531-37-0
• Molecular Weight: 163.219
• Mol File: 117531-37-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: N-allyl-3-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-allyl-3-methoxyaniline(117531-37-0)
• EPA Substance Registry System: N-allyl-3-methoxyaniline(117531-37-0)

Safety Data

• Hazardous Substances Data: 117531-37-0(Hazardous Substances Data)

Upstream product

• 921-01-7 rac-cysteine 
• 536-90-3 m-Anisidine 
• 2845-89-8 1-chloro-3-methoxy-benzene 
• 107-11-9 1-amino-2-propene 
• 106-95-6 allyl bromide 
• 555-03-3 3-nitroanisole 
• 2622-05-1 allylmagnesium bromide 

Downstream Products

• 1094358-96-9 N-(2-allyl-5-methoxy-phenyl)-4-methyl-benzenesulfonamide 
• 1380538-80-6 (S)-2-(iodomethyl)-6-methoxy-1-tosylindoline 
• 1620758-95-3 2-(3-methoxyphenyl)-2,3-dihydroisothiazole 1,1-dioxide 
• 1620758-83-9 N-allyl-N-(3-methoxyphenyl)ethenesulfonamide 
• 59816-85-2 2-allyl-5-methoxy-phenylamine 

Relevant articles and documents

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.

Catalytic enantioselective alkene aminohalogenation/cyclization involving atom transfer

Problem solved: The title reaction was used for the synthesis of chiral 2-bromo, chloro, and iodomethyl indolines and 2-iodomethyl pyrrolidines (see scheme). Stereocenter formation is believed to occur by enantioselective cis aminocupration and C-X bond formation is believed to occur by atom transfer. The ultility of the products as versatile synthetic intermediates was demonstrated, as was a radical cascade cyclization sequence. Copyright

UNEXPECTED REACTIVITY OF ALLYL MAGNESIUM CHLORIDE WITH NITROARENES. A GENERAL METHOD OF SYNTHESIS OF N-ALLYL-N-ARYLHYDROXYLAMINES AND N-ALLYLANILINES.

In contrast to alkyl Grinard reagents, the allyl reagent reacts with nitroarenes via 1,2 addition to the nitro group.The "in situ" treatment of the unstable intermediate adduct with LiAlH4 in the presence of catalytic Pd/C provides a general synthesis of N-allyl-N-arylhydroxylamines or N-allylanilines.