Hydrochloric Acid → HCID 22906502, compound

HRID 441058Notes

Reaction equation

HRID 441058 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 of 7.01 g of 5-hydroxy-7-isopropoxy-2-methylsulfinylchromone (24.59 mmol), 3.72 g of 4-hydroxybenzenethiol (29.51 mmol), 4.07 g of potassium carbonate (29.51 mmol) and 170 ml acetone was stirred for 1 hour at room temperature. The reaction solution was neutralized with dilute hydrochloric acid and was then extracted twice with chloroform, and the organic layer was washed with saturated NaCl water and then dried over sodium sulfate anhydride. The solvent was distilled off under reduced pressure, and the crude product was subjected to recrystallization from ethanol-methanol, to give 6.64 g of 5-hydroxy-2-(4-hydroxyphenylthio)-7-isopropoxychromone (78% yield).

Workup

  1. extractionwas then extracted twice with chloroform
  2. washthe organic layer was washed with saturated NaCl water
  3. dry with materialdried over sodium sulfate anhydride
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe crude product was subjected to recrystallization from ethanol-methanol

Sources & evidence

ORD record
ord-8da05d67d8a040feb5cd18df3a299b88
Source dataset
uspto-grants-1996_05
Patent number
US05521216

Reaction notes

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