HCID 10808954, compound → HCID 10761590, compound

HRID 1031709Notes

Reaction equation

HRID 1031709 reaction equation
[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[C:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:7][C:8]2[O:13][CH:12]=[CH:11][C:10](=[O:14])[C:9]=2[CH:15]=1>C(O)(=O)C.[C].[Pd]>[F:1][C:2]1[CH:24]=[C:23]([F:25])[CH:22]=[CH:21][C:3]=1[O:4][C:5]1[C:6]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[CH:7][C:8]2[O:13][CH2:12][CH2:11][C:10](=[O:14])[C:9]=2[CH:15]=1

Participants

4

Reactant 1

HCID 10808954HCID 10808954, compound

Product 1

HCID 10761590HCID 10761590, compoundYield 85.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

3.67 g of 6-(2,4-difluorophenoxy)-7-methylsulfonylamino-4H-1-benzopyran-4-one was suspended in 60 ml of acetic acid. Thereto was added 400 mg of 5% palladium-carbon. The mixture was subjected to hydrogenation at 40°-50° C. at atmospheric pressure. After the completion of the reaction, the catalyst was removed by filtration. The filtrate was concentrated. The resulting crystal was recrystallized from ethanol to obtain 3.16 g (yield: 85.6%) of 6-(2,4-difluorophenoxy)-2,3-dihydro-7-methylsulfonylamino-4H-1-benzopyran-4-one having a melting point of 163.5°-165° C.

Workup

  1. customwas subjected to hydrogenation at 40°-50° C. at atmospheric pressure
  2. customAfter the completion of the reaction
  3. customthe catalyst was removed by filtration
  4. concentrationThe filtrate was concentrated
  5. customThe resulting crystal was recrystallized from ethanol

Sources & evidence

ORD record
ord-31964f47842c43b4865b1975c1409071
Source dataset
uspto-grants-1990_09
Patent number
US04954518

Reaction notes

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