5-(2-bromo-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide → 5-(2-acetylthio-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide

HRID 49533ノート

反応式

HRID 49533 の反応式
Br[CH:2]([C:26](=[O:28])[NH2:27])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:24][CH3:25])=[C:8]([CH:23]=1)[C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)=[O:10].[C:29]([O-:32])(=[S:31])[CH3:30].[K+]>O1CCCC1>[C:29]([S:31][CH:2]([C:26](=[O:28])[NH2:27])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:24][CH3:25])=[C:8]([CH:23]=1)[C:9]([NH:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=1)=[O:10])(=[O:32])[CH3:30]

参加物

4

反応物 2

HCID 120946635-(2-bromo-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamideHCID 23670855Potassium ethanethioate

生成物 1

HCID 120946645-(2-acetylthio-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide収率 91.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To 1.00 g of 5-(2-bromo-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide were added 80 ml of tetrahydrofuran and 368 mg of potassium thioacetate under an atmosphere of argon, and the mixture was stirred for 6 hours at room temperature. Solvent was distilled off under reduced pressure, and ethyl acetate was added to the residue, which was washed with water and saturated brine in sequence and dried over anhydrous sodium sulfate. Solvent was distilled off under reduced pressure, and the residue obtained was crystallized from hexane-ethyl acetate, then the crystals were collected by filtration to obtain 904 mg of 5-(2-acetylthio-2-carbamoylethyl)-2-methoxy-N-(4-trifluoromethylbenzyl)benzamide as light brown crystals.

後処理

  1. distillationSolvent was distilled off under reduced pressure, and ethyl acetate
  2. additionwas added to the residue, which
  3. washwas washed with water and saturated brine in sequence
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationSolvent was distilled off under reduced pressure
  6. customthe residue obtained
  7. customwas crystallized from hexane-ethyl acetate
  8. filtrationthe crystals were collected by filtration

出典と根拠

ORDレコード
ord-f6e5d696baad4eceb07ee81179ab7603
出典データセット
uspto-grants-2004_03
特許番号
US06706763B1

反応ノート

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