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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1271078Generated: November 3, 2026

Spiro(5-nitroindane)-2,5'-hydantoin → 5'-Amino-1',3'-dihydro-2H,5H-spiro[imidazolidine-4,2'-indene]-2,5-dione

https://huagongshe.com/reaction/1271078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSpiro(5-nitroindane)-2,5'-hydantoinHCID 16638331—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product5'-Amino-1',3'-dihydro-2H,5H-spiro[imidazolidine-4,2'-indene]-2,5-dioneHCID 1844030997%

Reaction Steps

To a suspension of (±)-5′-nitro-spiro[imidazolidine-4,2′-indane]-2,5-dione (1.77 g, 7.16 mmol) in EtOAc (100 mL) and MeOH (100 mL) was added 10% Pd/C (400 mg) and the reaction stirred vigorously under hydrogen (ca. 1 atm). After 1 h, the catalyst was filtered off and the filtrate was concentrated to yield 1.50 g (97%) of the title compound as a pale brown solid. MS: m/z=218 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07205293B2
Source datasetuspto-grants-2007_04
ORD IDord-628ef471b15746a892e4d129a3327a0f
Source noteuspto-grants-2007_04