Potassium Iodide → HCID 86746658, compound

HRID 1614219Notes

Reaction equation

HRID 1614219 reaction equation
[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][NH:13][CH3:14])=[CH:10][C:5]=2[S:4](=[O:15])[CH2:3]1.O1CCOCC1.ClC[C:24]#[N:25].[C:26](=O)([O-])[O-].[K+].[K+].[I-].[K+]>>[CH3:1][N:2]1[C:6]2[CH:7]=[CH:8][C:9]([CH2:11][CH2:12][N:13]([CH3:26])[CH2:14][C:24]#[N:25])=[CH:10][C:5]=2[S:4](=[O:15])[CH2:3]1

Participants

6

Reactant 5

HCID 4875Potassium IodideHCID 7856ChloroacetonitrileHCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 67713193HCID 67713193, compound

Product 1

HCID 86746658HCID 86746658, compound

Conditions

Temperature
60 °C

Procedure

In a round-bottomed flask, 6.8 mmol of 3-methyl-6-[2-(N-methylamino)ethyl]benzothiazolinone are dissolved in 50 mol of dioxane in the presence of 20 mmol of chloro-acetonitrile, 20 mmol of potassium carbonate and a catalytic amount of potassium iodide. The mixture is stirred at 60° C. for 48 hours. After cooling, the solvent is evaporated off and the reaction mixture is extracted with chloroform after adding water. After washing, drying and evaporation of the organic phase, the expected product is obtained after purification by chromatography on a silica column, followed by crystallization.

Workup

  1. temperatureAfter cooling
  2. customthe solvent is evaporated off
  3. extractionthe reaction mixture is extracted with chloroform
  4. additionafter adding water
  5. washAfter washing
  6. customdrying
  7. customevaporation of the organic phase

Sources & evidence

ORD record
ord-bdd6728defd34839b47486e98baa98c6
Source dataset
uspto-grants-1993_03
Patent number
US05196434

Reaction notes

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