Sodium hydride → 2-Methylthio-5-diethylphosphonomethylthio-1,3,4-thiadiazole

HRID 970709ノート

反応式

HRID 970709 の反応式
[CH3:1][S:2][C:3]1[S:4][C:5]([SH:8])=[N:6][N:7]=1.[H-].[Na+].FC(F)(F)S(O[CH2:17][P:18]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])=[O:19])(=O)=O>C1COCC1>[CH3:1][S:2][C:3]1[S:4][C:5]([S:8][CH2:17][P:18]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])=[O:19])=[N:6][N:7]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 11833487(Diethoxyphosphoryl)methyl trifluoromethanesulfonateHCID 1785036205-methylsulfanyl-1,3,4-thiadiazole-2-thiol

生成物 1

HCID 537638322-Methylthio-5-diethylphosphonomethylthio-1,3,4-thiadiazole

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 2-methylthio-1,3,4-thiadiazole-5-thiol (1 mmole) in THF (5 mL) was treated with sodium hydride (60%, 1.1 mmole) at 0° C. and the resulting mixture was stirred at room temperature for 30 min. The reaction was then cooled to 0° C. and treated with diethylphosphonomethyl trifluoromethanesulfonate (1.1 mmole). After stirring at room temperature for 12 h, the reaction was quenched with saturated ammonium chloride. Extraction and chromatography gave 2-methylthio-5-diethylphosphonomethylthio-1,3,4-thiadiazole as an oil.

後処理

  1. temperatureThe reaction was then cooled to 0° C.
  2. stirringAfter stirring at room temperature for 12 h
  3. customthe reaction was quenched with saturated ammonium chloride
  4. extractionExtraction and chromatography

出典と根拠

ORDレコード
ord-7c30242d70b847128c6b8e8f746cd8bd
出典データセット
uspto-grants-2007_12
特許番号
US07312219B2

反応ノート

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