1,7-NAPHTHYRIDIN-8-AMINE Chemical Properties

Melting point:

167-170°C

Boiling point:

343.3±27.0 °C(Predicted)

Density 

1.292±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

5.54±0.30(Predicted)

form 

solid

color 

Yellow

CAS DataBase Reference

17965-82-1(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

36/37/38-36-25

Safety Statements 

26-36/37/39-45

Hazard Note 

Irritant

HS Code 

2933998090

1,7-NAPHTHYRIDIN-8-AMINE Usage And Synthesis

Uses

1,7-Naphthyridin-8-amine is a useful chemical in organic synthesis.

Synthesis

a. A mixture of 2,3-diaminopyridine (5.0 g, 45.9 mmol), glycerol (21.1 g, 229 mmol), sodium 3-nitrobenzenesulfonate (20.6 g, 91.7 mmol), and sulfuric acid (20 mL) was added to water (30 mL), and the reaction was stirred for 16 hours at 135°C. Upon completion of the reaction, the mixture was cooled to room temperature and subsequently slowly poured into an ice-water mixture (150 g). After adjusting the pH of the mixture to neutral with base, it was extracted with ethyl acetate (3 x 100 mL). The organic layers were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography using petroleum ether/ethyl acetate (2:1, v/v) as eluent to afford 1,7-naphthyridin-8-amine as a yellow solid (2.6 g, 39% yield). eSI MS: m/z 146.1 [M + H]+.

References

[1] Patent: US2012/178748, 2012, A1. Location in patent: Page/Page column 47
[2] Patent: WO2017/14323, 2017, A1. Location in patent: Paragraph 0278

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