Water → HCID 18451952, compound

HRID 550404Notes

Reaction equation

HRID 550404 reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]21[C:13](=[O:14])[NH:12][C:11](=[O:15])[NH:10]2.[Br:16]Br.O>Br>[Br:16][C:6]1[CH:5]=[C:4]2[C:9](=[CH:8][CH:7]=1)[CH2:1][C:2]1([C:13](=[O:14])[NH:12][C:11](=[O:15])[NH:10]1)[CH2:3]2

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 2799991',3'-dihydrospiro[imidazolidine-4,2'-indene]-2,5-dione

Product 1

HCID 18451952HCID 18451952, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

To a stirred solution of (±)-spiro[imidazolidine-4,2′-indane]-2,5-dione (1.0 g, 4.97 mmol) in 48% HBr (30 mL) was added Br2 (3.1 g, 19.9 mmol) and the reaction mixture was allowed to stir at ambient temperature for 4 days. The reaction was poured onto ice (30 g) and H2O (10 mL) and the solid precipitate filtered off, washed with H2O (4×20 mL), and dried in vacuo to give the title compound as a light brown solid. MS: m/z=282 (M+1).

Workup

  1. filtrationthe solid precipitate filtered off
  2. washwashed with H2O (4×20 mL)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-e83b068ba32f4e898bfd3fb7bc45e588
Source dataset
uspto-grants-2011_05
Patent number
US07947678B2

Reaction notes

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