120537-81-7

Basic information

• Product Name: 6-amino-2-hydroxy-4-oxo-4H-pyrido<1,2-a>pyrimidine
• Synonyms: 6-amino-2-hydroxy-4-oxo-4H-pyrido<1,2-a>pyrimidine
• CAS NO: 120537-81-7
• Molecular Weight: 177.162
• Mol File: 120537-81-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-amino-2-hydroxy-4-oxo-4H-pyrido<1,2-a>pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-2-hydroxy-4-oxo-4H-pyrido<1,2-a>pyrimidine(120537-81-7)
• EPA Substance Registry System: 6-amino-2-hydroxy-4-oxo-4H-pyrido<1,2-a>pyrimidine(120537-81-7)

Safety Data

• Hazardous Substances Data: 120537-81-7(Hazardous Substances Data)

Upstream product

• 141-86-6 2.6-diaminopyridine 
• 15781-70-1 malonic acid bis-(2,4,6-trichloro-phenyl) ester 

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.