Potassium Iodide → HCID 178526840, compound

HRID 1441852Notes

Reaction equation

HRID 1441852 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[I:11]([O-])(=O)=O.[K+].[I-].[K+]>S(=O)(=O)(O)O.O>[OH:1][C:2]1[C:7]([I:11])=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1

Participants

6

Reactant 3

HCID 4875Potassium IodideHCID 23665710Potassium IodateHCID 178526703HCID 178526703, compound

Product 1

HCID 178526840HCID 178526840, compoundYield 236.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
100 °C

Procedure

2-Hydroxy-5-nitropyridine (7.0 g, 50 mmol) was suspended in 100 mL of 20% sulfuric acid and then treated with potassium iodate (4.2 g, 19.6 mmol) dissolved in 10 mL of water. The mixture was heated to 100° C. and potassium iodide (8.0 g, 48.2 mmol) dissolved in 20 mL of water was added dropwise over one h. The reaction mixture turns a purplish-red and a precipitate forms. After 0.5 h, the reaction mixture is cooled and filtered. The solid is stirred for 15 min with 10% sodium meta-bisulfite solution, filtered, washed with water and dried at 80° C. overnight on a vacuum pump to give the desired compound 765A (12.32 g, 92%) as a yellow solid. The product was characterized by 1H NMR.

Workup

  1. additionwas added dropwise over one h
  2. temperaturethe reaction mixture is cooled
  3. filtrationfiltered
  4. filtrationfiltered
  5. washwashed with water
  6. customdried at 80° C. overnight on a vacuum pump

Sources & evidence

ORD record
ord-2b689636fa6d407dbd5a3cb19af459a4
Source dataset
uspto-grants-2010_02
Patent number
US07655689B2

Reaction notes

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