Methyl iodide → HCID 23565100, compound

HRID 1059449Notes

Reaction equation

HRID 1059449 reaction equation
[CH3:1][O:2][CH2:3][N:4]1[C:9]2[CH:10]=[C:11]([CH2:14][C:15]([NH2:17])=[S:16])[CH:12]=[CH:13][C:8]=2[S:7][C:6]2[N:18]=[CH:19][CH:20]=[N:21][C:5]1=2.CI.[C:24](OCC)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:24][S:16][C:15](=[NH:17])[CH2:14][C:11]1[CH:12]=[CH:13][C:8]2[S:7][C:6]3[N:18]=[CH:19][CH:20]=[N:21][C:5]=3[N:4]([CH2:3][O:2][CH3:1])[C:9]=2[CH:10]=1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 18670468HCID 18670468, compound

Product 1

HCID 23565100HCID 23565100, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into 15 ml of a solution of 318 mg of (10-methoxymethyl-10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl)thioacetamide in acetone was dropped 1.5 m of methyl iodide. After stirring at room temperature for 2 hours, the reaction mixture was distributed into ethyl acetate and an aqueous solution of potassium carbonate. The organic layer was extracted and the extract was washed with water and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, 350 mg of the title compound was obtained as a yellow oily substance.

Workup

  1. extractionThe organic layer was extracted
  2. washthe extract was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. distillationAfter distilling off the solvent under reduced pressure

Sources & evidence

ORD record
ord-9210eaaad1294a1ea25b305239f487ea
Source dataset
uspto-grants-2003_02
Patent number
US06518423B1

Reaction notes

Loading…