Water → 3-Methylsulfonamido-2-pyridinecarboxaldehyde

HRID 747352

반응식

HRID 747352 반응식
[CH3:1][S:2]([NH:5][C:6]1[C:7]([CH3:12])=[N:8][CH:9]=[CH:10][CH:11]=1)(=[O:4])=[O:3].O.[Se](=O)=[O:15]>O1CCOCC1>[CH3:1][S:2]([NH:5][C:6]1[C:7]([CH:12]=[O:15])=[N:8][CH:9]=[CH:10][CH:11]=1)(=[O:3])=[O:4]

참가 물질

5

반응물 3

HCID 962WaterHCID 24007Selenium DioxideHCID 220186853-Methylsulfonamido-2-methylpyridine

생성물 1

HCID 220186543-Methylsulfonamido-2-pyridinecarboxaldehyde수율 83.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3-methylsulfonamido-2-methylpyridine (310 mg, 1.66 mmol) in dioxane (8 mL) was added water (0.8 mL) and selenium(IV) oxide (241 mg, 2.17 mmol) and the mixture stirred at reflux overnight. The reaction mixture was concentrated under reduced pressure and purified by column chromatography on silica gel (Hexanes/ethyl acetate, 1:1) to afford the title compound (278 mg, 83%). 1H NMR (CDCl3) □ 3.14 (s, 3H), 7.53 (dd, 1H, J=9, 6 Hz), 8.16 (dd, 1H, J=9, 3 Hz), 8.53 (dd, 1H, J=6, 3 Hz), 10.09 (s, 1H), 10.41 (br s, 1H, NH).

후처리

  1. temperatureat reflux overnight
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. custompurified by column chromatography on silica gel (Hexanes/ethyl acetate, 1:1)

출처 및 근거

ORD 기록
ord-85c64e4bc6c348f799a878b4634e04d1
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07396840B2

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