101350-74-7

Basic information

• Product Name: 3-benzyl-2,4-dihydroxy-7-methyl-1,8-naphthyridine
• Synonyms: 3-benzyl-2,4-dihydroxy-7-methyl-1,8-naphthyridine
• CAS NO: 101350-74-7
• Molecular Weight: 266.299
• Mol File: 101350-74-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-benzyl-2,4-dihydroxy-7-methyl-1,8-naphthyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-benzyl-2,4-dihydroxy-7-methyl-1,8-naphthyridine(101350-74-7)
• EPA Substance Registry System: 3-benzyl-2,4-dihydroxy-7-methyl-1,8-naphthyridine(101350-74-7)

Safety Data

• Hazardous Substances Data: 101350-74-7(Hazardous Substances Data)

Upstream product

• 1824-81-3 2-Amino-6-methylpyridine 
• 607-81-8 diethyl 2-benzylmalonate 
• 62050-24-2 Dipentachlorophenyl benzylmalonate 
• 15781-74-5 bis(2,4,6-trichlorophenyl)-2-benzylmalonate 
• 120537-76-0 3-benzyl-2-hydroxy-6-methyl-4-oxo-4H-pyrido<1,2-a>pyrimidine 
• 70959-85-2 ethyl 2-amino-6-methylnicotinate 
• 2021-28-5 ethyl dihydrocinnamate 

Downstream Products

• 483342-57-0 3-benzyl-4-chloro-7-methyl-2-piperidin-1-yl-[1,8]naphthyridine 
• 483342-55-8 3-benzyl-4-chloro-7-methyl-2-morpholin-4-yl-[1,8]naphthyridine 
• 483342-53-6 3-benzyl-2,4-dichloro-7-methyl-[1,8]naphthyridine 
• 120537-95-3 3-benzyl-3-chloro-7-methyl-2,4-dioxo-1,2,3,4-tetrahydro-1,8-naphthyridine 

Relevant articles and documents

Microwave assisted synthesis of some 2, 4 dihydroxy 1, 8-naphthyridines and their derivatives devoid of solvent and catalyst

Reaction of substituted 2-aminopyridines with diethylmalonates yields 2, 4- dihydroxy-l, 8-Naphthyridenes(l-18). The 6-chloro-2, 4-dihydroxy-l, 8- naphthyridene (5) when treated with different reagents varied substituted derivatives are produced. 6- chloro-2, 4-dihydroxy-l, 8-naphthyridene(5) when treated with sodium azide offered 2, 4-dihydroxy-1, 8-naphthyridene-6-thiones (19-21). 6-azido-1, 8-naphthyridine-2, 4- diols(22-24) were obtained by reacting 5 with sodiumazide. The 6-hydrazinyl-l, 8-naphthyridine-2, 4-diols (25-27) and 2, 4, 6-trihydroxy-l, 8-naphthyridenes (28-30) were produced by the reaction of 5 with hydrazine hydrate and acetic acid respectively.

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.