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Potassium Iodide → 2-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione

HRID 875189
ノート
印刷プレビュー

反応式

HRID 875189 の反応式
[OH:1][N:2]=[C:3]([C:10]1[O:14][CH:13]=[N:12][C:11]=1[CH3:15])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:17][C:18]1[N:23]=[C:22]([N:24]2[C:32](=[O:33])[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[C:25]2=[O:34])[CH:21]=[CH:20][CH:19]=1.C(=O)([O-])[O-].[Cs+].[Cs+].[I-].[K+]>C(#N)C.O>[CH3:15][C:11]1[N:12]=[CH:13][O:14][C:10]=1[C:3](=[N:2][O:1][CH2:17][C:18]1[N:23]=[C:22]([N:24]2[C:25](=[O:34])[C:26]3[C:31](=[CH:30][CH:29]=[CH:28][CH:27]=3)[C:32]2=[O:33])[CH:21]=[CH:20][CH:19]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
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 4875Potassium IodideHCID 10796Cesium carbonateHCID 112323512-(6-Bromomethyl-pyridin-2-YL)-isoindole-1,3-dioneHCID 86650729N-hydroxy-1-(4-methyl-1,3-oxazol-5-yl)-1-phenylmethanimine

生成物 1

HCID 866507302-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione収率 92.5%

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

To a solution of N-hydroxy-1-(4-methyl-1,3-oxazol-5-yl)-1-phenylmethanimine (0.15 g, 0.74 mmol) dissolved in acetonitrile (3 mL) were added 2-[6-(bromomethyl)pyridin-2-yl]-1H-isoindole-1,3(2H)-dione (259 mg, 0.82 mmol), cesium carbonate (507 mg, 1.56 mmol) and potassium iodide (12.3 mg, 0.074 mmol). After stirring for 8 hours at room temperature water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over MgSO4, filtered and concentrated in vacuo to afford 2-{6-[({[(4-methyl-1,3-oxazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}-1H-isoindole-1,3(2H)-dione (0.3 g, 88%).

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic phase was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b728ee1cf7e445f8b6b47430dfa0b631
出典データセット
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08981111B2

反応ノート

読み込み中…

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