Water → 3-Methylsulfonamido-2-pyridinecarboxaldehyde

HRID 7155

反応式

HRID 7155 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 220186543-Methylsulfonamido-2-pyridinecarboxaldehyde収率 83.6%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1781f000e508492c963f107d63b76858
出典データセット
uspto-grants-2006_08
特許番号
US07084155B2

関連ノート

読み込み中…