24033-09-8

Basic information

• Product Name: N-[(E)-1,3-benzodioxol-5-ylmethylidene]-4-methoxyaniline
• CAS NO: 24033-09-8
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.2686
• Mol File: 24033-09-8.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 413.8°C at 760 mmHg
• Flash Point: 164.6°C
• Density: 1.2g/cm³
• Vapor Pressure: 1.12E-06mmHg at 25°C
• Refractive Index: 1.585
• CAS DataBase Reference: N-[(E)-1,3-benzodioxol-5-ylmethylidene]-4-methoxyaniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(E)-1,3-benzodioxol-5-ylmethylidene]-4-methoxyaniline(24033-09-8)
• EPA Substance Registry System: N-[(E)-1,3-benzodioxol-5-ylmethylidene]-4-methoxyaniline(24033-09-8)

Safety Data

• Hazardous Substances Data: 24033-09-8(Hazardous Substances Data)

Upstream product

• 495-76-1 piperonol 
• 104-94-9 4-methoxy-aniline 
• 120-57-0 piperonal 
• 7315-32-4 5-vinyl-1,3-benzodioxole 
• 67-56-1 methanol 
• 62-53-3 aniline 

Downstream Products

• 111969-88-1 1-(p-methoxyphenyl)-3-phenyl-4-(3',4'-methylenedioxyphenyl)-azetidin-2-one 
• 111969-87-0 1-(p-methoxyphenyl)-3-(2',4'-dichlorophenoxy)-4-(3',4'-methylenedioxyphenyl)-azetidin-2-one 
• 111969-89-2 1-(p-methoxyphenyl)-3-ethoxy-4-(3',4'-methylenedioxyphenyl)-azetidin-2-one 
• 76640-37-4 1-p-Anisyl-3-carbethoxyacetonylamino-4-(3,4-methylenedioxyphenyl)azetidin-2-one 
• 76640-36-3 1-p-Anisyl-3-azetidino>-4-(3,4-methylenedioxyphenyl)azetidin-2-one 
• 66346-40-5 1-(p-methoxyphenyl)-3-phenoxy-4-(3',4'-methylenedioxyphenyl)-azetidin-2-one 
• 125216-72-0 5-Benzo[1,3]dioxol-5-yl-1-(4-methoxy-phenyl)-3-methylene-pyrrolidin-2-one 
• 1017609-28-7 C₁₇H₁₅NO₄ 
• 15144-80-6 N,N-diethyl-4-methoxyaniline 
• 1104927-45-8 methyl 2-(9-anthrylmethoxy)-3-(4-methoxyphenylamino)-3-(5-benzo[d][1,3]dioxolyl)-2-(4-methoxyphenyl)propanoate 
• 1000405-75-3 2-(benzo[d][1,3]dioxol-5-yl)-1-(4-methoxyphenyl)-3,5-diphenyl-1H-pyrrole 
• 1000406-06-3 2-(benzo[d][1,3]dioxol-5-yl)-3-(trifluoromethyl)-1-(4-methoxyphenyl)-5-phenyl-1H-pyrrole 
• 1000406-10-9 2-(benzo[d][1,3]dioxol-5-yl)-3-(trifluoromethyl)-1-(4-methoxyphenyl)-5-(thiophen-2-yl)-1H-pyrrole 
• 76640-39-6 (3S,4R)-4-Benzo[1,3]dioxol-5-yl-3-{[1-benzo[1,3]dioxol-5-yl-meth-(Z)-ylidene]-amino}-1-(4-methoxy-phenyl)-azetidin-2-one 

Relevant articles and documents

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Iron-Catalyzed Nitrene Transfer Reaction of 4-Hydroxystilbenes with Aryl Azides: Synthesis of Imines via C=C Bond Cleavage

C=C bond breaking to access the C=N bond remains an underdeveloped area. A new protocol for C=C bond cleavage of alkenes under nonoxidative conditions to produce imines via an iron-catalyzed nitrene transfer reaction of 4-hydroxystilbenes with aryl azides is reported. The success of various sequential one-pot reactions reveals that the good compatibility of this method makes it very attractive for synthetic applications. On the basis of experimental observations, a plausible reaction mechanism is also proposed.

Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols

Chiral biphenols catalyze the asymmetric Petasis borono-Mannich allylation of aldehydes and amines through the use of a bench-stable allyldioxaborolane. The reaction proceeds via a two-step, one-pot process and requires 2–8 mole % of 3,3′-Ph2-BINOL as the optimal catalyst. Under microwave heating the reaction affords chiral homoallylic amines in excellent yields (up to 99 %) and high enantioselectivies (er up to 99:1). The catalytic reaction is a true multicomponent condensation reaction whereas both the aldehyde and the amine can possess a wide range of structural and electronic properties. Use of crotyldioxaborolane in the reaction results in stereodivergent products with anti- and syn-diastereomers both in good diastereoselectivities and enantioselectivities from the corresponding E- and Z-borolane stereoisomers.