15475-06-6

Basic information

• Product Name: Benzenamine, 4-ethoxy-N-[(4-methoxyphenyl)methylene]-
• Synonyms: N--p-phenetidin;4-Methoxy-benzaldehyd-(4-aethoxy-phenylimin);(4-methoxybenzylidene)(4-ethoxyphenyl)amine;N-(4-Methoxy-benzyliden)-p-phenetidin;4-ethoxy-N-[(4-methoxyphenyl)methylene]aniline;p-methoxybenzylidene-(4-ethoxyphenyl)-amine;4-ethoxyphenyl-N-(4-methoxybenzylidene)amine;N-(4-methoxy-benzylidene)-p-phenetidine;p-anisal-p-phenetidine;
• CAS NO: 15475-06-6
• Molecular Formula: C16H17NO2
• Molecular Weight: 255.316
• Mol File: 15475-06-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-ethoxy-N-[(4-methoxyphenyl)methylene]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-ethoxy-N-[(4-methoxyphenyl)methylene]-(15475-06-6)
• EPA Substance Registry System: Benzenamine, 4-ethoxy-N-[(4-methoxyphenyl)methylene]-(15475-06-6)

Safety Data

• Hazardous Substances Data: 15475-06-6(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 156-43-4 4-Ethoxyaniline 

Downstream Products

• 86048-51-3 C₂₈H₂₂O₅S₂ 
• 75638-52-7 (4-Ethoxy-phenylamino)-(4-methoxy-phenyl)-acetic acid; hydrochloride 
• 50899-71-3 cis-4-(4-methoxyphenyl)-3-phenoxy-azetidin-2-one 
• 32323-79-8 α-p-Ethoxyanilino-p-methoxybenzylcyanid 
• 13723-21-2 4,4'-dihydroxy-3,3'-(4-methoxy-phenylmethanediyl)-bis-thiochromen-2-one 

Relevant articles and documents

One-pot sequence synthesis of azetidin-2-one using diethyl chlorophosphate

A simple and convenient synthesis of 2-azetidinone derivatives from the reaction of a pre-mixture of amines and aldehydes with carboxylic acids in the presence of diethyl chlorophosphate by [2+2] cycloaddition reaction is described. Separation and purification of imines as intermediates were not required. The methodology is convenient and good to excellent yields of products were obtained with simple purification.

Synthesis of structurally diverse 2-azetidinones via staudinger reaction on a solid support

Trimellitic anhydride was attached to Merrifield resin and a ketene was generated from polymer-bound phthaloylglycine. Then this polymer reacted with imines in the presence of Vilsmeier reagent and triethylamine to afford the solid-phase-tethered β-lactam products. Selective cleavage of supported β-lactams by trifluoroacetic acid and methylhydrazine gave 4-carboxyphthalimido- and 3-amino-β-lactams, respectively. The trans-stereochemistry was found in all products.

Synthesis of novel N-(4-ethoxyphenyl) azetidin-2-ones and their oxidative N-deprotection by ceric ammonium nitrate

It is shown that the N-(p-ethoxyphenyl) group on β-lactams can be oxidatively removed by ceric ammonium nitrate in good yield. Fourteen new N-(p-ethoxyphenyl)-2-azetidinones 8a-n were synthesized through standard [2+2] ketene-imine cycloadditions (Staudinger reaction). Treatment of these compounds with ceric ammonium nitrate yielded the N-dearylated 2-azetidinones 9a-n in good to excellent yields. The effects of solvent, molar equiv of CAN and different temperatures have been investigated and optimum conditions were established.