51651-81-1

Basic information

• Product Name: N-(benzylideneamino)-4-methoxy-benzamide
• CAS NO: 51651-81-1
• Molecular Formula: C₁₅H₁₄N₂O₂
• Molecular Weight: 254.288
• Mol File: 51651-81-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Density: 1.1g/cm³
• CAS DataBase Reference: N-(benzylideneamino)-4-methoxy-benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(benzylideneamino)-4-methoxy-benzamide(51651-81-1)
• EPA Substance Registry System: N-(benzylideneamino)-4-methoxy-benzamide(51651-81-1)

Safety Data

• Hazardous Substances Data: 51651-81-1(Hazardous Substances Data)

Upstream product

• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 100-52-7 benzaldehyde 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 928151-55-7 trans-[Ru(III)(C₆H₄CHNNC(4-MeO-C₆H₄)O)(PPh₃)2Cl] 
• 1366284-56-1 N-(2,2-difluoro-3-oxo-1,3-diphenylpropyl)-4-methoxybenzohydrazide 
• 842-79-5 2-(4-methoxy-phenyl)-5-phenyl-[1,3,4]oxadiazole 
• 77420-53-2 1-chloro-1-(4-methoxyphenyl)-4-phenyl-2,3-diazabutadiene 

Relevant articles and documents

Combining the petasis 3-component reaction with multiple modes of cyclization: A build/couple/pair strategy for the synthesis of densely functionalized small molecules

A build/couple/pair strategy for the synthesis of complex and densely functionalized small molecules is presented. The strategy relies on synthetically tractable building blocks (build), that is, diversely substituted hydrazides, α-hydroxy aldehydes, and boronic acids, which undergo Petasis 3-component reactions (couple) to afford densely functionalized anti-hydrazido alcohols. The resulting scaffolds can subsequently be converted via chemoselective cyclization reactions (pair), including intramolecular Diels-Alder or Ru-alkylidene catalyzed ring-closing metathesis, into sets of structurally diverse heterocycles in good yields in only 3-4 steps.

Analogs of nitrofuran antibiotics are potent GroEL/ES inhibitor pro-drugs

In two previous studies, we identified compound 1 as a moderate GroEL/ES inhibitor with weak to moderate antibacterial activity against Gram-positive and Gram-negative bacteria including Bacillus subtilis, methicillin-resistant Staphylococcus aureus, Kleb

Experimental and Theoretical Studies on the Mechanism of DDQ-Mediated Oxidative Cyclization of N-Aroylhydrazones

The controversial single-electron-transfer process, frequently proposed in many 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated reactions, was investigated experimentally and theoretically using the oxidative cyclization of aroylhydrazone with DDQ. DDQ-mediated oxadiazole formation involves several processes, including cyclization to form an oxadiazole ring and N-H bond cleavage, either by proton, hydride, or hydrogen atom transfer. The detailed mechanistic study using the M06-2X density functional theory, and the 6-31+G(d,p) basis set, suggests that the pathways involving radical ion pair (RIP) intermediates, which resulted from single-electron transfer (SET), were found to be energetically nearly identical to the pathway without the SET. The substituent-dependent reactivity of oxadiazole formation was consistent with the free energy profiles of both pathways, with or without the SET. This result indicates that in addition to the electron-transfer pathway, the nucleophilic addition/elimination pathway for DDQ should be considered as a possible mechanism of the oxidative transformation reaction using DDQ.