Acetonitrile → 2-(Benzoxazol-2-ylthio)-n-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide

HRID 746641ノート

反応式

HRID 746641 の反応式
C(=O)([O-])[O-].[K+].[K+].C(#N)C.Br[CH2:11][C:12]([NH:14][C:15]1[C:16]([S:24][CH3:25])=[N:17][C:18]([CH3:23])=[CH:19][C:20]=1[S:21][CH3:22])=[O:13].[SH:26][C:27]1[O:28][C:29]2[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=2[N:31]=1>O>[O:28]1[C:29]2[CH:35]=[CH:34][CH:33]=[CH:32][C:30]=2[N:31]=[C:27]1[S:26][CH2:11][C:12]([NH:14][C:15]1[C:16]([S:24][CH3:25])=[N:17][C:18]([CH3:23])=[CH:19][C:20]=1[S:21][CH3:22])=[O:13]

参加物

6

反応物 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 222471492-Bromo-N-(6-methyl-2,4-bis(methylthio)pyridin-3-yl)acetamideHCID 1784182821,3-benzoxazole-2-thiol

生成物 1

HCID 225920612-(Benzoxazol-2-ylthio)-n-[2,4-bis(methylthio)-6-methyl-3-pyridyl]acetamide収率 75%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Potassium carbonate (46 mg, 0.33 mmol) was added to an acetonitrile (5 ml) solution of this amide (96 mg, 0.3 mmol) and 2-mercaptobenzoxazole (45 mg, 0.3 mmol), and the mixture was stirred at room temperature for 90 minutes. The reaction mixture was diluted with water, and then extracted with ethyl acetate. The organic layer was washed with water and then with a saturated aqueous solution of sodium chloride, and dried over sodium sulfate. Subsequently, the solvent was distilled off, and the resulting crude product was purified through silica gel chromatography (silica gel 10 g, eluent—hexane:acetone=5:2) to obtain 88 mg (yield 75%) of the desired compound as a colorless crystal.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materialwith a saturated aqueous solution of sodium chloride, and dried over sodium sulfate
  4. distillationSubsequently, the solvent was distilled off
  5. customthe resulting crude product was purified through silica gel chromatography (silica gel 10 g, eluent—hexane:acetone=5:2)

出典と根拠

ORDレコード
ord-0fe5b721db9a4ba7a55f5877cd83ca8d
出典データセット
uspto-grants-2008_07
特許番号
US07393866B2

反応ノート

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