反応 #2467990

反応方程式

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

potassium carbonate

iodomethane

potassium iodide

→

product

収率 57.3%

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

収率 57.3%

溶媒

acetone

反応条件

後処理

1. 1
   ろ過The solution was filtered
2. 2
   洗浄the solids were washed with acetone
3. 3
   その他Acetone was evaporated under reduced pressure
4. 4
   workup.ADDITIONdiluted with ice cold water
5. 5
   workup.STIRRINGstirred for 10 min
6. 6
   抽出The solution was extracted with chloroform (4×75 mL)
7. 7
   洗浄the combined CHCl3 layer was washed with water, brine
8. 8
   乾燥dried over sodium sulfate
9. 9
   ろ過The solution was filtered
10. 10
    その他evaporated the solvent
11. 11
    その他The residue was chromatographed over silica gel column

実験手順

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.

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