54150-63-9

Basic information

• Product Name: N-hydroxy-1,1-bis(4-methoxyphenyl)methanimine
• CAS NO: 54150-63-9
• Molecular Formula: C₁₅H₁₅NO₃
• Molecular Weight: 257.2845
• Mol File: 54150-63-9.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 409.5°C at 760 mmHg
• Flash Point: 201.4°C
• Density: 1.11g/cm³
• Vapor Pressure: 1.94E-07mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: N-hydroxy-1,1-bis(4-methoxyphenyl)methanimine(CAS DataBase Reference)
• NIST Chemistry Reference: N-hydroxy-1,1-bis(4-methoxyphenyl)methanimine(54150-63-9)
• EPA Substance Registry System: N-hydroxy-1,1-bis(4-methoxyphenyl)methanimine(54150-63-9)

Safety Data

• Hazardous Substances Data: 54150-63-9(Hazardous Substances Data)

Upstream product

• 100-66-3 methoxybenzene 
• 958-80-5 bis(4-methoxyphenyl)thione 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 30752-42-2 C₁₈H₂₀N₂O₃S 
• 90-96-0 bis(p-methoxyphenyl)methanone 
• 1187990-87-9 N-[bis(4-methoxyphenyl)methyl]-4-hydroxy-2-(pyridazin-3-yl)pyrimidine-5-carboxamide 
• 1187991-86-1 N-[bis(4-methoxyphenyl)methyl]-4-hydroxy-2-(1H-pyrazol-1-yl)pyrimidine-5-carboxamide 
• 54150-75-3 N-[Bis-(4-methoxy-phenyl)-methyl]-thioformamide 
• 30752-61-5 C₁₈H₂₀N₂O₃S 
• 185522-68-3 (3S,5S)-2-[Bis-(4-methoxy-phenyl)-methyl]-5-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]decane-4-carbonyl)-isoxazolidine-3-carboxylic acid ethyl ester 
• 185522-71-8 (3S,5S)-2-[Bis-(4-methoxy-phenyl)-methyl]-isoxazolidine-3,5-dicarboxylic acid 5-tert-butyl ester 3-ethyl ester 

Relevant articles and documents

Beckmann rearrangement of ketoximes promoted by cyanuric chloride and dimethyl sulfoxide under a mild condition

Synthesis of amides via Beckmann rearrangement of ketoximes promoted by cyanuric chloride (TCT)/DMSO under mild conditions has been reported. Conditions of the Beckmann rearrangement, e.g., solvents, the ratios of TCT/DMSO, and the temperature, were investigated using diphenylmethanone oxime as a substrate. The optimized conditions were adopted to afford fourteen amides with yields ranging from 20% to 99%. A plausible mechanism involving an active dimethyl alkoxysulfonium intermediate was proposed according to the mass spectrometry analysis. To our best knowledge, this is the first case of study on Beckmann rearrangement of ketoximes promoted by TCT/DMSO under a mild condition to afford amides efficiently.

Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes

An efficient strategy for the synthesis of pharmaceutically important and synthetically useful cyanoimines, as well as cyanamides, has been described. This strategy is enabled by dual photoredox/copper-catalyzed cyanation of O-acyl oximes or O-acyl hydroxamides. This state of the art protocol for cyanoimines and cyanamides features readily available starting materials, mild reaction conditions, good functional group tolerance, and operational simplicity. The resultant cyanoimines can be transformed into structurally diverse and functionally important N-containing heterocycles.

o-Phthalic Anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement under mild conditions

o-Phthalic anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement was developed, producing the corresponding amide in up to 99% yield with acid-sensitive functionalities tolerated well, and the scale of the reaction could be enlarged to 77 mmol and the excellent yield was maintained. A successive procedure was developed. Moreover, the reaction was carried out at rt under nearly neutral conditions, and the workup was concise. These features illustrated the potential of the protocol in amide synthesis.