Potassium Iodide → N-(12-Iodododecyl)-6-(4-ethyl-1-piperazinyl)pyridine-3-carboxamide
Reaction equation
[I-:1].[K+].O[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([C:19]1[CH:20]=[N:21][C:22]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH3:32])[CH2:27][CH2:26]2)=[CH:23][CH:24]=1)=[O:18].C(=O)([O-])O.[Na+].S([O-])([O-])(=O)=S.[Na+].[Na+]>P(=O)(O)(O)O.O>[I:1][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:16][C:17]([C:19]1[CH:20]=[N:21][C:22]([N:25]2[CH2:30][CH2:29][N:28]([CH2:31][CH3:32])[CH2:27][CH2:26]2)=[CH:23][CH:24]=1)=[O:18]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 110 °C
Procedure
To a solution of 0.26 g of potassium iodide in 2 ml of phosphoric acid was added 0.10 g of N-(12-hydroxydodecyl)-6-(4-ethyl-1-piperazinyl)pyridine-3-carboxamide and the mixture was stirred at 110° C. for 3 hours. The reaction solution was diluted with water, and a saturated aqueous solution of sodium hydrogen carbonate and an aqueous solution of sodium thiosulfate were added. The mixture was extracted with chloroform. The organic layer was washed with water and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to afford 0.11 g of the title compound.
Workup
- extractionThe mixture was extracted with chloroform
- washThe organic layer was washed with water
- dry with materialdried over anhydrous sodium sulfate
- distillationThe solvent was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-629c89687fa34263a460598c63503f4a
- Source dataset
- uspto-grants-2000_04
- Patent number
- US06046201
Reaction notes
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