Water → 1-methyl-2-methylsulfonyl-4-nitroimidazole

HRID 568406Notes

Reaction equation

HRID 568406 reaction equation
[I-].[K+].C[N:4]1[C:8]([N+:9]([O-:11])=[O:10])=[CH:7][N:6]=[C:5]1[S:12]([CH3:15])(=[O:14])=[O:13].O.[CH3:17]N(C)C=O>>[CH3:17][N:6]1[CH:7]=[C:8]([N+:9]([O-:11])=[O:10])[N:4]=[C:5]1[S:12]([CH3:15])(=[O:13])=[O:14]

Participants

5

Reactant 4

HCID 962WaterHCID 4875Potassium IodideHCID 6228DimethylformamideHCID 100595Sulfonidazole

Product 1

HCID 3316921-methyl-2-methylsulfonyl-4-nitroimidazole

Conditions

Temperature
160 °C

Procedure

Potassium iodide (4.8 g) and 1-methyl-2-methylsulfonyl-5-nitroimidazole (5.0 g) were combined in N,N-dimethylformamide (30 ml) and the reaction mixture heated to 160° C. for 2 hours. Upon cooling, the reaction mixture was added to 150 ml of a water and ice mixture. The product precipitated and was filtered and dried affording 4.4 g of 1-methyl-2-methylsulfonyl-4-nitroimidazole.

Workup

  1. temperatureUpon cooling
  2. customThe product precipitated
  3. filtrationwas filtered
  4. customdried

Sources & evidence

ORD record
ord-50e7e29eb3b6443ebfd3dc644655f20a
Source dataset
uspto-grants-1988_03
Patent number
US04728664

Reaction notes

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