HCID 19908457, compound → HCID 67917629, compound

HRID 1534875Notes

Reaction equation

HRID 1534875 reaction equation
OO[S:3]([O-:5])=[O:4].[K+].[OH:7][CH:8]1[CH2:13][CH:12]([CH2:14][CH2:15][CH3:16])S[C:10]2[S:17][C:18]([S:20]([NH2:23])(=[O:22])=[O:21])=[CH:19][C:9]1=2>O.CO>[OH:7][CH:8]1[CH2:13][CH:12]([CH2:14][CH2:15][CH3:16])[S:3](=[O:5])(=[O:4])[C:10]2[S:17][C:18]([S:20]([NH2:23])(=[O:22])=[O:21])=[CH:19][C:9]1=2

Participants

5

Reactant 2

HCID 19908457HCID 19908457, compoundHCID 23707502Potassium hydroxy sulfite

Product 1

HCID 67917629HCID 67917629, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of "oxone"® (196.7 g, 0.32 mol) in water (870 ml) was added to a stirred solution of 5 (56.6 g, 0.19 mol) in methanol (870 ml) over 45 minutes. After stirring at ambient temperature for 20 hours, the mixture was filtered and the solid washed with methanol. The combined filtrate and washings were concentrated in vacuo below 50° C. to remove methanol. The aqueous suspension was extracted with ethyl acetate (1000 ml and 2×600 ml), the combined extracts were washed twice with water, dried over sodium sulfate and evaporated in vacuo to yield 47.37 g of 6.

Workup

  1. filtrationthe mixture was filtered
  2. washthe solid washed with methanol
  3. concentrationThe combined filtrate and washings were concentrated in vacuo below 50° C.
  4. customto remove methanol
  5. extractionThe aqueous suspension was extracted with ethyl acetate (1000 ml and 2×600 ml)
  6. washthe combined extracts were washed twice with water
  7. dry with materialdried over sodium sulfate
  8. customevaporated in vacuo

Sources & evidence

ORD record
ord-d83a30df9b8f481c96cdd7b7c55d7a91
Source dataset
uspto-grants-1992_02
Patent number
US05091409

Reaction notes

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