Piperazin-2-one → HCID 131736103, compound

HRID 1051904Notes

Reaction equation

HRID 1051904 reaction equation
Br[C:2]1[N:6]([CH2:7][CH3:8])[C:5]2[CH:9]=[C:10]([Br:17])[C:11]([Br:16])=[C:12]([N+:13]([O-:15])=[O:14])[C:4]=2[N:3]=1.[NH:18]1[CH2:23][CH2:22][NH:21][CH2:20][C:19]1=[O:24]>CCO>[Br:16][C:11]1[C:10]([Br:17])=[CH:9][C:5]2[N:6]([CH2:7][CH3:8])[C:2]([N:18]3[CH2:23][CH2:22][NH:21][CH2:20][C:19]3=[O:24])=[N:3][C:4]=2[C:12]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 231360Piperazin-2-oneHCID 90240104HCID 90240104, compound

Product 1

HCID 131736103HCID 131736103, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
170 °C

Procedure

2,5,6-tribromo-1-ethyl-4-nitro-1H-1,3-benzodiazole (100 mg, 0.23 mmol) and 2-piperazinone (117 mg, 1.17 mmol) were dissolved in EtOH (3.0 ml). The resulting mixture was stirred at temperature 170° C. under microwave conditions until the reaction was complete (20 min) by LC/MS. The mixture was allowed to cool to RT and concentrated in-vacuo. The product was filtered off, washed with EtOH and dried to afford-(5,6-dibromo-1-ethyl-4-nitro-1H-1,3-benzodiazol-2-yl)piperazin-2-one (97 mg, 0.22 mmol); m/z 462.9; rt 3.1 min.

Workup

  1. custom(20 min)
  2. temperatureto cool to RT
  3. concentrationconcentrated in-vacuo
  4. filtrationThe product was filtered off
  5. washwashed with EtOH
  6. customdried

Sources & evidence

ORD record
ord-93f4c35bfce148c8b36e39de1f5c00e2
Source dataset
uspto-grants-2016_07
Patent number
US09388192B2

Reaction notes

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