Hydrazine → HCID 67543158, compound

Participants

Reaction Steps

Hydrazine (3.4 g, 3.3 mL, 106 mmol) was added to a suspension of 2-[([1,3]thiazolo[4,5-c]quinolin-2-yl)methoxy]-1H-isoindole-1,3(2H)-dione (19.2 g, 53.1 mmol) in ethanol (300 mL), and the reaction was stirred at room temperature for 2.5 hours and filtered. The filter cake was washed with ethanol and dried overnight in a vacuum oven to provide 16.2 g of 2-(aminooxy)methyl[1,3]thiazolo[4,5-c]quinoline as a tan solid containing some phthalhydrazide. The filtrate was concentrated under reduced pressure to provide 5.89 g of the same mixture as a yellow solid. Some of the phthalhydrazide was removed from the mixture by recrystallization from ethanol.

Provenance & Evidence