Chemical Properties
cream to brown powder or chunks
Uses
Isoquinoline n-oxide an isoquinoline metabolite.
Definition
ChEBI: Isoquinoline N-oxide is a member of isoquinolines.
General Description
Photochemical isomerization of isoquinoline
N-oxide in methanol or water has been investigated by steady-light irradiation and flash spectroscopy. It is a useful intermediate for isoquinoline derivatives. It causes the oxidation of fullerene C
60 under ultrasonic irradiation in air.
Synthesis
In a 50 mL round-bottomed flask, 1.29 g of isoquinoline, 1.1 g of 35% mass fraction of hydrogen peroxide, 5% mass fraction of perfluorosulfonic acid resin, and 10 mL of water as solvent were sequentially added. The resulting mixture was placed in a 30 W/20 kHz ultrasonic reactor for 15 min. After the reaction was completed, the perfluorosulfonic acid resin catalyst was removed from the system by filtration, the water in the solvent was removed by distillation under reduced pressure, and finally the target product was purified by recrystallization to give 1.39 g of isoquinoline-N-oxide in 96% yield.
References
[1] Organic Letters, 2018, vol. 20, # 8, p. 2346 - 2350
[2] Heterocyclic Communications, 2007, vol. 13, # 1, p. 25 - 28
[3] Chemistry - A European Journal, 2014, vol. 20, # 2, p. 559 - 563
[4] Patent: CN108003098, 2018, A. Location in patent: Paragraph 0085; 0086; 0087
[5] Journal of the American Chemical Society, 2009, vol. 131, p. 3291 - 3306
