Water → HCID 67378230, compound

HRID 388920Notes

Reaction equation

HRID 388920 reaction equation
Br[CH:2]([CH3:4])[CH3:3].C([O-])([O-])=O.[K+].[K+].[N+:11]([C:14]1[NH:15][CH:16]=[CH:17][N:18]=1)([O-:13])=[O:12].O>CN(C=O)C>[CH:2]([N:15]1[CH:16]=[CH:17][N:18]=[C:14]1[N+:11]([O-:13])=[O:12])([CH3:4])[CH3:3]

Participants

6

Reactant 4

HCID 962WaterHCID 63582-BromopropaneHCID 107012-NitroimidazoleHCID 11430Potassium Carbonate

Product 1

HCID 67378230HCID 67378230, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
60 °C

Procedure

2-Bromopropane (7 mmol) and K2CO3 (13 mmol) were added to a solution of 2-nitroimidazole (4 mmol) in DMF (10 mL). The mixture was stirred at 60° C. for 4 h. The contents were cooled to room temperature and water (20 mL) was added and the mixture was extracted with EtOAc (3×10 mL). The combined extracts were dried over MgSO4, filtered and the solvent was removed in vacuo to afford 1-isopropyl-2-nitro-1H-imidazole. The product used for further transformation without further purification.

Workup

  1. temperatureThe contents were cooled to room temperature
  2. extractionthe mixture was extracted with EtOAc (3×10 mL)
  3. dry with materialThe combined extracts were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-d8662ecf8e32465da7ad69e8c2770da2
Source dataset
uspto-grants-2013_02
Patent number
US08377983B2

Reaction notes

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