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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922294Generated: October 31, 2026

Phthalic Anhydride → N-Hydroxyphthalimide

https://huagongshe.com/reaction/922294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
ReactantSodium HydroxideHCID 14798—
ReactantHydroxyamine hydrochlorideHCID 443297—
SolventWaterHCID 962—
ProductN-HydroxyphthalimideHCID 1066555.34%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a 250 mL RB flask fitted with magnetic stirrer was charged with hydroxylamine hydrochloride (5 g, 73 mmol) in water, then slowly added 50% of NaOH solution. To this stirred solution, added phthalic anhydride (11.26 g, 76 mmol), stirred at 90° C. for 40 min. Then cooled to RT, yellowish solid was removed by filtration. The filtrate was neutralized with 30% of H2SO4 and solid was precipitated. The solid was filtered off on Buchner flask and dried under line vacuum to obtain the title compound (6.5 g, Yield: 55.34%): 1H NMR (300 MHz, DMSO-d6): δ 10.80 (s, 1H), 7.84 (s, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278915B2
Source datasetuspto-grants-2016_03
ORD IDord-483020fc6a374861a3fb15bb6cbcaa76
Source noteuspto-grants-2016_03