24091-07-4

Basic information

• Product Name: 2-Formyl-naphthalin-benzoylhydrazon
• Synonyms: 2-Formyl-naphthalin-benzoylhydrazon
• CAS NO: 24091-07-4
• Molecular Weight: 274.322
• Mol File: 24091-07-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Formyl-naphthalin-benzoylhydrazon(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Formyl-naphthalin-benzoylhydrazon(24091-07-4)
• EPA Substance Registry System: 2-Formyl-naphthalin-benzoylhydrazon(24091-07-4)

Safety Data

• Hazardous Substances Data: 24091-07-4(Hazardous Substances Data)

Upstream product

• 613-94-5 benzoic acid hydrazide 
• 66-99-9 β-naphthaldehyde 

Downstream Products

• 967-72-6 2-naphthalen-2-yl-5-phenyl-[1,3,4]oxadiazole 
• 1366284-35-6 N-(2,2-difluoro-1-(naphthalen-2-yl)-3-oxo-3-phenylpropyl)benzohydrazide 
• 1222193-15-8 (1S,2R)-N'-[2-chloro-1-(naphthalen-2-yl)but-3-enyl]benzohydrazide 
• 1192113-40-8 (R)-N'-[1-(naphthalen-2-yl)but-3-enyl]benzohydrazide 

Relevant articles and documents

Syntheses, structures and catalytic activities of two cyclopalladated complexes derived from N'-(2-naphthylidene)benzohydrazide

Condensation reaction of 2-naphthaldehyde with one equivalent of benzohydrazide in presence of acetic acid in refluxing methanol yielded the Schiff base N'-(2-naphthylidene)benzohydrazide (H2L) in 86% yield. Reaction of equimolar amounts of Li2PdCl4 (generated in situ from PdCl2 and LiCl taken in 1:2 mol ratio), H2L and NaOAc·3H2O in methanol at room temperature provided the complex [Pd(HL)Cl] (1) in 82% yield. Treatment of 1 mol equivalent of 1 with 2 mol equivalents of PPh3 in acetone at room temperature produced the complex [Pd(L)(PPh3)] (2) in 72% yield. The Schiff base and the two complexes were characterized by elemental analysis, mass spectrometric and various spectroscopic (IR, UV–Vis and 1H NMR) measurements. The molecular structures of both complexes (1 and 2) were determined by single crystal X-ray crystallography. In each square-planar complex, the tridentate ligand (HL? in 1 and L2? in 2) acts as pincer-like CNO-donor. The fourth coordination site is occupied by chloride in 1, while that in 2 is satisfied by the P-atom of PPh3. The 2-naphthyl fragment of both HL? and L2? is palladated at the 3-position. Complex 2 was found to be an effective catalyst for one-pot Suzuki-Miyaura double cross-coupling reactions of 3,5-dihalosalicylaldehydes with a variety of arylboronic acids to provide the corresponding triaryl products in moderate to excellent yields.

Electrosynthesis and screening of novel 1,3,4-oxadiazoles as potent and selective antifungal agents

The electrochemical oxidation of aldehyde-N-aroylhydrazone has been studied in the presence of NaClO4 as supporting electrolyte in MeOH solution using cyclic voltammetry and controlled potential electrolysis. The results indicate that intramolecular cyclization of aldehyde-N-aroylhydrazone has been successfully performed at a platinum electrode in an undivided cell with good yields of the corresponding 1,3,4-oxadiazoles at ambient conditions. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetry studies. The antifungal activity of the synthesized compounds was evaluated on Fusarium oxysporum, Alternaria solani, Candida albicans and Aspergillus niger. The results revealed that all the synthesized compounds have significant antifungal activity against the tested fungi. Among the synthesized derivatives 7b, 7d, 7g, 7h, 7i, 7j and 7r were found to be the most effective antifungal compounds. The Royal Society of Chemistry 2013.