HCID 178474424, compound → HCID 178508307, compound

HRID 1695226Notes

Reaction equation

HRID 1695226 reaction equation
[F:1][CH:2]([F:19])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[N:11]=[C:12]([NH:15]C(=O)C)[NH:13][CH:14]=2)=[CH:6][CH:5]=1>O.CO.S(=O)(=O)(O)O>[F:19][CH:2]([F:1])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[N:11]=[C:12]([NH2:15])[NH:13][CH:14]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 1

HCID 178474424HCID 178474424, compound

Product 1

HCID 178508307HCID 178508307, compoundYield 99%

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

N-[4-(4-Difluoromethoxy-phenyl)-1H-imidazol-2-yl]-acetamide (1.2 g, 4.5 mmol, 1.0 eq) was dissolved in water (30 mL) and methanol (30 mL), and 30 drops of sulfuric acid were added. The reaction was refluxed for 2 days, then the mixture was dried; the residue was diluted with water, the pH adjusted to 8 with NaOH 2N, the product was extracted with DCM and concentrated under reduced pressure to give 1.0 g of the title compound (yield: 99%)

Workup

  1. temperatureThe reaction was refluxed for 2 days
  2. customthe mixture was dried
  3. additionthe residue was diluted with water
  4. extractionthe product was extracted with DCM
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a8d5eac6ab16437bab05e971fef4f00b
Source dataset
uspto-grants-2012_04
Patent number
US08163729B2

Reaction notes

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