Lawesson's reagent → HCID 86650591、化合物

HRID 1257382ノート

反応式

HRID 1257382 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1)[C:5]([NH2:7])=O.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:24]2)=CC=1.C(=O)([O-])O.[Na+]>O1CCCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:5](=[S:24])[NH2:7])[CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1

参加物

5

反応物 3

HCID 87949Lawesson's reagentHCID 516892Sodium BicarbonateHCID 593165253-Bromo-5-(trifluoromethyl)benzamide

生成物 1

HCID 86650591HCID 86650591、化合物収率 83%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
80 °C

実験手順

To a solution (30 mL) of the compound (3.7 g, 14 mmol) obtained in Example 77a in tetrahydrofuran was added 2,4-bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide (5.5 g, 14 mmol), and the mixture was stirred at 80° C. for 5 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was recrystallized (hexane-ethyl acetate) to give the title compound (3.2 g, 83%) as pale-yellow crystals.

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe obtained organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customThe resulting crude title compound was recrystallized (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-2e85c61dec094b3e86af6cdf10b804f9
出典データセット
uspto-grants-2013_06
特許番号
US08461348B2

反応ノート

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