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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353268Generated: November 1, 2026

Nitric Acid → Spiro(5-nitroindane)-2,5'-hydantoin

https://huagongshe.com/reaction/2353268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitric AcidHCID 944—
Reactant1',3'-Dihydrospiro[imidazolidine-4,2'-indene]-2,5-dioneHCID 279999—
ProductSpiro(5-nitroindane)-2,5'-hydantoinHCID 16638331—

Reaction Steps

A solution of (±)-spiro[imidazolidine-4,2′-indane]-2,5-dione (3.0 g, 14.8 mmol, described in Intermediate 5) in conc. nitric acid (33 mL) was stirred at ambient temperature for 1 h. The reaction was then poured onto crushed ice and the resultant solid was isolated by filtration. The crude material was recrystallized from ethanol to give the title compound as a yellow solid. MS: m/z=248 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07750010B2
Source datasetuspto-grants-2010_07
ORD IDord-912588d19a894969960458de6fe61e6b
Source noteuspto-grants-2010_07