Hydrochloric Acid → HCID 22906502, compound

HRID 1779524Notes

Reaction equation

HRID 1779524 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH:13]([CH3:15])[CH3:14])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:19])[CH:5]=[C:6]([S:16]([CH3:18])=O)[O:7]2.[OH:20][C:21]1[CH:26]=[CH:25]C(S)=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CC(C)=O>[OH:1][C:2]1[CH:11]=[C:10]([O:12][CH:13]([CH3:15])[CH3:14])[CH:9]=[C:8]2[C:3]=1[C:4](=[O:19])[CH:5]=[C:6]([S:16][C:18]1[CH:25]=[CH:26][C:21]([OH:20])=[CH:22][CH:23]=1)[O:7]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 2401474-MercaptophenolHCID 22906496HCID 22906496, compound

Product 1

HCID 22906502HCID 22906502, compoundYield 78.4%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture consisting of 7.01 g (24.59 mmol) 5-hydroxy-7-isopropoxy-2-methylsulfinylchromone, 3.72 g (29.51 mmol) 4-hydroxybenzenethiol, 4.07 g (29.51 mmol) potassium carbonate, and 170 ml acetone was stirred over 1 hour at room temperature. The solution thus reacted was neutralized by addition of dilute hydrochloric acid. Subsequently, the product was extracted twice with chloroform. The organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was distilled out under reduced pressure. The resulting crude product was subjected to recrystallization from ethanol-methanol, whereby 6.64 g of 5-hydroxy-2-(4-hydroxyphenylthio)-7-isopropoxychromone was obtained (yield: 78%).

Workup

  1. customThe solution thus reacted
  2. extractionSubsequently, the product was extracted twice with chloroform
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationThe solvent was distilled out under reduced pressure
  6. customThe resulting crude product was subjected to recrystallization from ethanol-methanol

Sources & evidence

ORD record
ord-36eab4db83eb4530970a1dfaebdde667
Source dataset
uspto-grants-1997_05
Patent number
US05627204

Reaction notes

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