Iodine → HCID 178497288, compound

HRID 533417Notes

Reaction equation

HRID 533417 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[CH:10]=2)[CH:5]=[CH:4][N:3]=1.N1C=CC=CC=1.[I:22]I.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(=O)(O)[O-].[Na+]>[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([O:14][CH3:15])=[O:13])[CH:10]=2)[C:5]([I:22])=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 807IodineHCID 1049PyridineHCID 24477Sodium ThiosulfateHCID 178497278HCID 178497278, compound

Product 1

HCID 178497288HCID 178497288, compoundYield 70.7%

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

To a mixture of methyl 1-hydroxyisoquinoline-7-carboxylate (1.0 g) and pyridine (40 mL) was added iodine (1.2 g), and stirred at room temperature for 16 hours. The reaction mixture was diluted with saturated aqueous sodium bicarbonate and a 5% aqueous sodium thiosulfate solution. Then, the precipitate was collected by filtration to obtain methyl 1-hydroxy-4-iodoisoquinoline-7-carboxylate (1.1 g).

Workup

  1. filtrationThen, the precipitate was collected by filtration

Sources & evidence

ORD record
ord-0aa104b7c22347fb9d3aa4f6b077c385
Source dataset
uspto-grants-2014_10
Patent number
US08853242B2

Reaction notes

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