Water → 3-Methylsulfonamido-2-pyridinecarboxaldehyde

HRID 747352

反応式

HRID 747352 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-85c64e4bc6c348f799a878b4634e04d1
出典データセット
uspto-grants-2008_07
特許番号
US07396840B2

関連ノート

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