174652-01-8

Basic information

• Product Name: Benzaldehyde, 5-chloro-2-methoxy-, (3-phenyl-1,8-naphthyridin-2-yl)hydrazone
• CAS NO: 174652-01-8
• Molecular Formula: C22H17ClN4O
• Molecular Weight: 388.856
• Mol File: 174652-01-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 5-chloro-2-methoxy-, (3-phenyl-1,8-naphthyridin-2-yl)hydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 5-chloro-2-methoxy-, (3-phenyl-1,8-naphthyridin-2-yl)hydrazone(174652-01-8)
• EPA Substance Registry System: Benzaldehyde, 5-chloro-2-methoxy-, (3-phenyl-1,8-naphthyridin-2-yl)hydrazone(174652-01-8)

Safety Data

• Hazardous Substances Data: 174652-01-8(Hazardous Substances Data)

Upstream product

• 7035-09-8 5-chloro-2-methoxybenzaldehyde 
• 165278-12-6 2-hydrazino-3-phenyl-1,8-naphthyridine 
• 5174-92-5 2-hydroxy-3-phenyl-1,8-naphthyridine 
• 5174-94-7 2-amino-3-phenyl-1,8-naphthyridine 
• 33760-73-5 2-chloro-3-phenyl-1,8-naphthyridine 
• 7521-41-7 2-Aminonicotinaldehyde 
• 140-29-4 phenylacetonitrile 

Relevant articles and documents

Synthesis of 1,2,4-triazolo[4,3-a] [1,8]naphthyridines

2-Hydroxy-3-phenyl-1,8-naphthyridine (2) on treatment with POCl3 gives 2-chloro-3-phenyl-1,8-naphthyridine (3) which on hydrazinolysis yields 2-hydrazino-3-phenyl-1,8-naphthyridine (4). The hydrazine 4 on condensation with aromatic aldehydes in ethanol containing a catalytic amount of gl. acetic acid affords 3-phenyl-1,8-naphthyridin-2-yl hydrazones (5), which on oxidative cyclization with nitrobenzene under reflux results in the formation of 1-aryl-4-phenyl-1,2,4-triazolo[4,3-a][1,8]naphthyridines (6). Further, 4 when treated with formic acid and gl. acetic acid yields the respective 1,2,4-triazolo[4,3-a][1,8]naphthyridines (7 and 8). The structures of the compounds 3-8 have been established on the basis of their elemental analyses and spectral (IR, 1H NMR and mass) data and are evaluated for their antimicrobial activities.