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Propyl mercaptan → 2-[6-[(n-Propylthio)methyl]-2-pyridyl]-4H-1,3-benzothiazine-4-one

HRID 499523
ノート
印刷プレビュー

反応式

HRID 499523 の反応式
[CH2:1]([SH:4])[CH2:2][CH3:3].[H-].[Na+].CS(O[C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]2[S:19][C:20]3[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=3[C:22](=[O:24])[N:23]=2)[N:13]=1)(=O)=O.[C:29](OCC)(=O)C>CN(C=O)C.O>[CH2:1]([S:4][CH2:29][C:12]1[N:13]=[C:14]([C:18]2[S:19][C:20]3[CH:28]=[CH:27][CH:26]=[CH:25][C:21]=3[C:22](=[O:24])[N:23]=2)[CH:15]=[CH:16][CH:17]=1)[CH2:2][CH3:3]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 7848Propyl mercaptanHCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 229392726-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl methanesulfonate

生成物 1

HCID 597504462-[6-[(n-Propylthio)methyl]-2-pyridyl]-4H-1,3-benzothiazine-4-one収率 20%

試薬・触媒・溶媒 2

HCID 962
Water
溶媒
HCID 6228Dimethylformamide溶媒

実験手順

n-Propyl mercaptan (0.25 g, 3.30 mmol) and sodium hydride (60% in oil, 0.15 g, 3.60 mmol) were dissolved in DMF (30 ml), and 6-(4-oxo-4H-1,3-benzothiazin-2-yl)-2-pyridyl methanesulfonate (1.05 g, 3.00 mmol) was added thereto. The reaction mixture was stirred at room temperature for 18 hrs, combined with ethyl acetate and water. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrystallized from n-hexane-ethyl acetate to give the titled compound (0.20 g, 20%) as pale yellow crystals.

後処理

  1. washThe organic layer was washed with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated
  4. customthe residue was recrystallized from n-hexane-ethyl acetate

出典と根拠

ORDレコード
ord-f8b491ac082f4fe191c955cae97ca7d6
出典データセット
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07767665B2

反応ノート

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