반응 #2467990

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3H-thiopheno[2,3-d]1,2,3-triazin-4-one

potassium carbonate

iodomethane

potassium iodide

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product

수율 57.3%

3-Methylthiopheno[2,3-d]1,2,3-triazin-4-one

수율 57.3%

용매

acetone

반응 조건

후처리

1. 1
   여과The solution was filtered
2. 2
   세척the solids were washed with acetone
3. 3
   기타Acetone was evaporated under reduced pressure
4. 4
   workup.ADDITIONdiluted with ice cold water
5. 5
   workup.STIRRINGstirred for 10 min
6. 6
   추출The solution was extracted with chloroform (4×75 mL)
7. 7
   세척the combined CHCl3 layer was washed with water, brine
8. 8
   건조dried over sodium sulfate
9. 9
   여과The solution was filtered
10. 10
    기타evaporated the solvent
11. 11
    기타The residue was chromatographed over silica gel column

실험 절차

To a solution of 3H-thiopheno[2,3-d]1,2,3-triazin-4-one (80 mg, 0.522 mmol) in acetone (50 mL) was added sequentially potassium carbonate (144 mg, 1.04 mmol), iodomethane (0.04 mL, 0.627 mmol) and potassium iodide (catalytic) at rt and the mixture was stirred at rt for 3 h. The solution was filtered and the solids were washed with acetone. Acetone was evaporated under reduced pressure, diluted with ice cold water and stirred for 10 min. The solution was extracted with chloroform (4×75 mL) and the combined CHCl3 layer was washed with water, brine and dried over sodium sulfate. The solution was filtered and evaporated the solvent. The residue was chromatographed over silica gel column using hexane-ethyl acetate (90:10) as eluents to give the product as an off-white solid (50 mg, 57%), mp 104-108° C. 1H NMR (400 MHz, DMSO-d6): δ 8.17 (1H, d, J=5.6 Hz), 7.64 (1H, d, J=5.6 Hz), 3.95 (3H, s); 13C NMR (100 MHz, CDCl3): δ 159.4, 153.9, 130.7, 125.6, 121.7, 37.3.

출처