Hydrazine → HCID 59497153, compound

Participants

Reaction Steps

Hydrazine (2.25 mL, 71.7 mmol) was added to a suspension of 2-[(4-amino[1,3]thiazolo[4,5-c]quinolin-2-yl)methoxy]-1H-isoindole-1,3(2H)-dione (5.4 g, 14 mmol) in ethanol (200 mL), and the reaction was heated at reflux for one hour and filtered hot to remove a solid. The filtrate was concentrated under reduced pressure and further dried in a vacuum oven overnight The resulting solid (4.89 g) was triturated with ethanol (200 mL) for two hours, filtered, washed with ethanol, and dried in a vacuum oven to provide 3.05 g of 2-(aminooxy)methyl[1,3]thiazolo[4,5-c]quinolin-4-amine as an orange solid containing some phthalhydrazide. The filtrate was concentrated under reduced pressure to provide an additional 1.91 g of the product mixture.

Provenance & Evidence