Potassium Carbonate → Isoflavone

HRID 1087967

Reaction equation

HRID 1087967 reaction equation
SC1SCCN=1.O[C:8]1[CH:28]=[CH:27][C:11]([C:12]2[C:21](=[O:22])[C:20]3[C:15](=[CH:16][C:17](O)=[CH:18][C:19]=3O)[O:14][C:13]=2CBr)=[CH:10][CH:9]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[O:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:21](=[O:22])[C:12]([C:11]2[CH:27]=[CH:28][CH:8]=[CH:9][CH:10]=2)=[CH:13]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 15598731HCID 15598731, compoundHCID 178527880HCID 178527880, compound

Product 1

HCID 72304Isoflavone

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Mercaptothiazoline (35 mg) was added to a mixture of 4',5,7-trihydroxy-2-bromomethylisoflavone (50 mg), anhydrous potassium carbonate (21 mg) and N,N-dimethylformamide (1 ml), and the resulting mixture was stirred at room temperature for 10 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (eluent:chloroform), giving 32 mg of 4',5,7-trihydroxy-2-[2-thiazolin-2-ylthio)methyl]isoflavone as amorphous powder.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (eluent:chloroform)

Sources & evidence

ORD record
ord-99102570174b4c99a5b3387caa3efdc8
Source dataset
uspto-grants-1990_10
Patent number
US04960908

Linked notes

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