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Sodium hydride → 3-[3-(4-Isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

HRID 48987
ノート
印刷プレビュー

反応式

HRID 48987 の反応式
Cl[CH2:2][CH:3]([NH:7][C:8]([C:10]1[C:14]2[CH:15]=[C:16]([N:19]3[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:29])([F:28])[F:27])[N:21]([CH3:30])[C:20]3=[O:31])[CH:17]=[CH:18][C:13]=2[S:12][N:11]=1)=[O:9])[CH:4]([CH3:6])[CH3:5].[H-].[Na+]>O1CCCC1>[CH:4]([CH:3]1[CH2:2][O:9][C:8]([C:10]2[C:14]3[CH:15]=[C:16]([N:19]4[C:24](=[O:25])[CH:23]=[C:22]([C:26]([F:28])([F:29])[F:27])[N:21]([CH3:30])[C:20]4=[O:31])[CH:17]=[CH:18][C:13]=3[S:12][N:11]=2)=[N:7]1)([CH3:5])[CH3:6]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 20634281N-[1-(Chloromethyl)-2-methylpropyl]-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxamide

生成物 1

HCID 206342283-[3-(4-Isopropyl-2-oxazolin-2-yl)-1,2-benzisothiazol-5-yl]-1-methyl-6-(trifluoromethyl)uracil

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of N-[1-(chloromethyl)-2-methylpropyl]-5-[3,6-dihydro-3-methyl-2,6-dioxo-4-(trifluoromethyl)-1(2H)-pyrimidinyl]-1,2-benzisothiazole-3-carboxamide(1.25 g, 2.63 mmol) in anhydrous tetrahydrofuran is added sodium hydride (60% oil dispersion, 0.116 g, 2.90 mmol). The resultant mixture is stirred 1.5 hour at room temperature, quenched with saturated ammonium chloride, diluted with diethyl ether, washed with saturated ammonium chloride and brine, and dried over anhydrous magnesium sulfate. Concentration in vacuo affords a yellow syrup, which is combined with material from a previous run and chromatographed on silica gel to afford the title compound as a white crystalline solid (mp 100-105° C.) which is identified by NMR spectral analysis.

後処理

  1. customquenched with saturated ammonium chloride
  2. additiondiluted with diethyl ether
  3. washwashed with saturated ammonium chloride and brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationConcentration in vacuo
  6. customaffords a yellow syrup, which
  7. customchromatographed on silica gel

出典と根拠

ORDレコード
ord-1c518f2cfec5428f8f711d532752799c
出典データセット
uspto-grants-2004_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06706663B2

反応ノート

読み込み中…

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