Potassium Iodide → 6-(tert-Butyl)-3-methylselenopheno[3,2-d]1,2,3-triazin-4-one

HRID 1097225노트

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HRID 1097225 반응식
[C:1]([C:5]1[Se:13][C:12]2[C:11](=[O:14])[NH:10][N:9]=[N:8][C:7]=2[CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:15](=O)([O-])[O-].[K+].[K+].IC.[I-].[K+]>CC(C)=O>[C:1]([C:5]1[Se:13][C:12]2[C:11](=[O:14])[N:10]([CH3:15])[N:9]=[N:8][C:7]=2[CH:6]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

6

반응물 4

HCID 4875Potassium IodideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 136331513HCID 136331513, 화합물

생성물 1

HCID 595472216-(tert-Butyl)-3-methylselenopheno[3,2-d]1,2,3-triazin-4-one수율 47.6%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 6-(tert-butyl)-3H-selenopheno[3,2-d]1,2,3-triazin-4-one (2.0 g, 7.78 mmol) in acetone (70 mL) was added sequentially potassium carbonate (2.14 g, 15.56 mmol), iodomethane (0.58 mL, 9.3 mmol) and potassium iodide (catalytic) at rt and the mixture was stirred at rt for 16 h. The solution was filtered and the solids were washed with acetone. Acetone was evaporated under reduced pressure and the residue was chromatographed over silica gel column using chloroform-methanol (95:05) as eluents to give the product as a off-white color solid (1.0 g, 47%), which was recrystallized from chloroform-methanol (700 mg, 34%), mp 98-100° C. IR (neat) νmax 2961, 1679, 1242, 1220, 1001, 969 cm−1; 1H NMR (400 MHz, CDCl3): δ 7.58 (1H, s, H-7), 4.04 (3H, s, —NCH3), 1.48 (9H, s, tert-butyl); 13C NMR (100 MHz, CDCl3): δ 176.0, 157.5, 154.7, 128.8, 121.5, 37.5, 37.3, 32.5; LC-MS (positive ion mode): m/z 292, 294 (M+Na)+.

후처리

  1. filtrationThe solution was filtered
  2. washthe solids were washed with acetone
  3. customAcetone was evaporated under reduced pressure
  4. customthe residue was chromatographed over silica gel column

출처 및 근거

ORD 기록
ord-832ea98921b94f1c9bb17697149e37de
출처 데이터셋
uspto-grants-2012_03
특허 번호
US08143237B2

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