1,3-Dibromo-5,5-dimethylhydantoin → HCID 117839844, compound

HRID 1477655Notes

Reaction equation

HRID 1477655 reaction equation
[N+:1]([C:4]1[CH:8]=[CH:7][NH:6][CH:5]=1)([O-:3])=[O:2].[Br:9]N1C(C)(C)C(=O)N(Br)C1=O>O1CCCC1>[Br:9][C:7]1[NH:6][CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:8]=1

Participants

4

Reactant 2

HCID 64791,3-Dibromo-5,5-dimethylhydantoinHCID 1458133-Nitropyrrole

Product 1

HCID 117839844HCID 117839844, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a tetrahydrofuran solution (10 mL) of 3-nitro-1H-pyrrole (520 mg, 4.64 mmol), 1,3-dibromo-5,5-dimethylhydantoin (730 mg, 2.55 mmol) was added at −78° C. and the resultant mixture was stirred at room temperature for 1 day. After completion of the reaction, the reaction solution was concentrated under reduced pressure and water was added to the resultant residue, followed by extraction from the resultant mixture with ethyl acetate. The organic layer was concentrated under reduced pressure to obtain the title compound as a crude product.

Workup

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution was concentrated under reduced pressure and water
  3. additionwas added to the resultant residue
  4. extractionfollowed by extraction from the resultant mixture with ethyl acetate
  5. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a852fd6a4fd941729cbea9ebd6f6cca7
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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