108618-40-2

Basic information

• Product Name: 1,2-dihydro-4-hydroxy-7-methyl-2-oxo-3-phenyl-1,8-naphthyridine
• Synonyms: 1,2-dihydro-4-hydroxy-7-methyl-2-oxo-3-phenyl-1,8-naphthyridine
• CAS NO: 108618-40-2
• Molecular Weight: 252.272
• Mol File: 108618-40-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,2-dihydro-4-hydroxy-7-methyl-2-oxo-3-phenyl-1,8-naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydro-4-hydroxy-7-methyl-2-oxo-3-phenyl-1,8-naphthyridine(108618-40-2)
• EPA Substance Registry System: 1,2-dihydro-4-hydroxy-7-methyl-2-oxo-3-phenyl-1,8-naphthyridine(108618-40-2)

Safety Data

• Hazardous Substances Data: 108618-40-2(Hazardous Substances Data)

Upstream product

• 59530-33-5 dipentachlorophenyl phenylmalonate 
• 15781-73-4 di(2,4,6-trichlorophenyl)-2-phenylmalonate 
• 1824-81-3 2-Amino-6-methylpyridine 
• 120537-75-9 2-hydroxy-6-methyl-4-oxo-3-phenyl-4H-pyrido<1,2-a>pyrimidine 
• 70959-85-2 ethyl 2-amino-6-methylnicotinate 
• 101-97-3 Ethyl 2-phenylethanoate 
• 83-13-6 diethyl 2-phenylmalonate 

Downstream Products

• 120537-72-6 7-methyl-3-nitro-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-1,8-naphthyridine 
• 120537-71-5 3-chloro-7-methyl-2,4-dioxo-3-phenyl-1,2,3,4-tetrahydro-1,8-naphthyridine 

Relevant articles and documents

Rearrangement Reactions of Heterocycles. 12 . Rearrangement of 6-Substituted Pyridopyrimidines to Isomeric 1,8-Naphthyridines and Some of Their Further Reactions

2-Amino-6-methylpyridine (4) reacts with active malonates 2a-d or 3a-d either in acetone solution with triethylamine as catalyst at room temperature or with active malonates 2a-d in acetone solution at reflux temperature to yield the pyridopyrimidines 5a-d. 2,6-Diaminopyridine (8) already reacts without triethylamine with 2a-d at room temperature to afford the pyridopyrimidines 9a-d.At higher temperatures pyridopyrimidines 5 and 9 are rearranged via ketene intermediates to yield the 1,8-naphthyridines 6a-d, and 10a-d, respectively.The naphthyridines 6 and 10 can also be synthesized directly from 4 or 8 using either diethyl malonates 1 or - with better results - the active malonates 2 at 240-250 deg C.Further reaction of 10a-e with 2c,d leads to the pyridonaphthyridines 12a-f.Nitration of 6c yields the nitro derivative 16 and chlorination of 6c,d gives 15c,d, while the chlorination of 10c affords the dichloro derivative 17.