HCID 12850595, compound → HCID 12850594, compound

HRID 1065246Notes

Reaction equation

HRID 1065246 reaction equation
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=2[S:4][CH2:3][CH:2]1[CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:23][CH2:22][NH:21][C:20]2=[O:24])[CH2:15][CH2:14]1.I([O-])(=O)(=O)=[O:26].[Na+]>O1CCOCC1.CO.O>[O:26]=[S:4]1[C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[O:1][CH:2]([CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][CH:16]([N:19]3[CH2:23][CH2:22][NH:21][C:20]3=[O:24])[CH2:17][CH2:18]2)[CH2:3]1

Participants

6

Reactant 2

HCID 12850595HCID 12850595, compoundHCID 23667635Sodium periodate

Product 1

HCID 12850594HCID 12850594, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To the solution of 3.47 g of 1-[1-[2-(1,4-benzoxathian-2-yl)-ethyl]-4-piperidyl]-2-imidazolidinone (Example 5, No. 8) in 10 ml of dioxane and 10 ml of methanol, the solution of 2.8 g of sodium metaperiodate in 20 ml of water is added dropwise while stirring at room temperature. After 2 hours the mixture is evaporated, the residue taken up in water and the mixture extracted with methylene chloride. The extract is washed with saturated aqueous sodium chloride, dried, evaporated and the residue recrystalized from isopropanol, to yield the 1-[1-[2-(4-oxo-1,4-benzooxathian-2-yl)-ethyl]-4-piperidyl]-2-imidazolidinone; m.p. 145°.

Workup

  1. customAfter 2 hours the mixture is evaporated
  2. extractionthe mixture extracted with methylene chloride
  3. washThe extract is washed with saturated aqueous sodium chloride
  4. customdried
  5. customevaporated
  6. customthe residue recrystalized from isopropanol

Sources & evidence

ORD record
ord-83210f11a7994b49bf9d354e39cda1b7
Source dataset
uspto-grants-1982_05
Patent number
US04329348

Reaction notes

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