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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356205Generated: October 30, 2026

Ethanol → 2-(5-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetic acid

https://huagongshe.com/reaction/356205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantGlycineHCID 750—
ReactantWaterHCID 962—
Reactant4-Nitrophthalic acid anhydrideHCID 230976—
SolventDimethylformamideHCID 6228—
Product2-(5-nitro-1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)acetic acidHCID 27273777.5%

Reaction Steps

A solution of 4-nitrophthalic anhydride (9.66 g, 50 mmol) and glycine (3.75 g, 50 mmol) in N,N-dimethylformamide was stirred for 30 minutes at 140° C. The reaction mixture was poured into water (150 mL). Resulting precipitate was collected by filtration and washed with water, which was collected by filtration and washed with water, which was recrystallized from ethanol to give 9.69 g (yield 77%) of the titled compound, m.p. 195.5°-196.5° C. (ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834463
Source datasetuspto-grants-1998_11
ORD IDord-ed06d8906bb24b659f434a577ff56c6c
Source noteuspto-grants-1998_11