Sodium Thiosulfate → HCID 178424560, compound

HRID 890180Notes

Reaction equation

HRID 890180 reaction equation
[OH:1][CH2:2][CH2:3][C:4]1[C:9](=[O:10])[N:8]2[N:11]=[C:12]([CH3:23])[C:13]([C:14]3[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=3[CH3:22])=[C:7]2[NH:6][C:5]=1[CH3:24].S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[C:15]1([CH3:22])[CH:16]=[C:17]([CH3:21])[CH:18]=[C:19]([CH3:20])[C:14]=1[C:13]1[C:12]([CH3:23])=[N:11][N:8]2[C:9](=[O:10])[C:4]([CH2:3][CH:2]=[O:1])=[C:5]([CH3:24])[NH:6][C:7]=12

Participants

4

Reactant 2

HCID 24477Sodium ThiosulfateHCID 178424561HCID 178424561, compound

Product 1

HCID 178424560HCID 178424560, compoundYield 67.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Des Martin reagent was added gradually to a solution of 6-(2-hydroxyethyl)-3-mesityl-2,5-dimethyl-4,7-dihydropyrazolo[1,5-a]pyrimidin-7-one (2.65 g, 8.14 mmol) in dichloromethane (200 mL) at room temperature, followed by stirring for three hours. A saturated solution of sodium thiosulfate was added to the reaction mixture, extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (50% ethyl acetate/hexane, 10% ethyl acetate/methanol), to give the title compound (1.78 g) as a yellow amorphous.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by silica gel column chromatography (50% ethyl acetate/hexane, 10% ethyl acetate/methanol)

Sources & evidence

ORD record
ord-871cc889e5f144189ad353c232bbfc24
Source dataset
uspto-grants-2006_02
Patent number
US06995163B2

Reaction notes

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