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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418483Generated: October 30, 2026

Ethanol → (R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)propyl acetate

https://huagongshe.com/reaction/418483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantAmmonium ChlorideHCID 25517—
Reactant(R)-2-(5-Nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetateHCID 59515745—
CatalystIronHCID 23925—
Product(R)-2-(5-Amino-1-oxoisoquinolin-2(1H)-yl)propyl acetateHCID 59515825100%

Reaction Conditions

Temperature85 °C

Reaction Steps

A round bottom flask was charged with (R)-2-(5-nitro-1-oxoisoquinolin-2(1H)-yl)propyl acetate (24 g, 0.074 mol), ethanol (500 mL, 8 mol), and was heated at 85° C. Ammonium chloride (50 g, 0.9 mol) in water (150 mL, 8.3 mol) was added followed by iron (20 g, 0.3 mol) in two portions. The reaction was stirred for 1 hour and poured onto dichloromethane (200 mL) and extracted. the solvent was removed under reduced pressureunder reduced pressure to afford the desired product as red oil (19 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093265B2
Source datasetuspto-grants-2012_01
ORD IDord-13eba42cffa7465dae71fb0bfb98c167
Source noteuspto-grants-2012_01