Water → 4-Isobutylthio-2-pyridyl methanesulfonate

HRID 1709702ノート

反応式

HRID 1709702 の反応式
[CH2:1]([S:5][C:6]1[CH:11]=[CH:10][NH:9][C:8](=[O:12])[CH:7]=1)[CH:2]([CH3:4])[CH3:3].[CH3:13][S:14](Cl)(=[O:16])=[O:15].C(N(CC)CC)C.O>C(Cl)Cl>[CH3:13][S:14]([O:12][C:8]1[CH:7]=[C:6]([S:5][CH2:1][CH:2]([CH3:4])[CH3:3])[CH:11]=[CH:10][N:9]=1)(=[O:16])=[O:15]

参加物

6

反応物 4

HCID 962WaterHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 140726754-Isobutylthio-2-pyridone

生成物 1

HCID 140725364-Isobutylthio-2-pyridyl methanesulfonate収率 91.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

1.3 g of 4-isobutylthio-2-pyridone (m.p. 119 to 120° C.) and 0.7 ml of methanesulfonyl chloride were dissolved in 10 ml of methylene chloride, and cooled below 10° C. 1.5 ml of triethylamine was added dropwise to the solution with stirring. By stirring at room temperature for 4 hours, the reaction was completed. The reaction solution was poured into 100 ml of water, followed by addition of 100 ml of methylene chloride for separation. The methylene chloride layer was washed with water and saturated aqueous solution of common salt, then distilled to remove the solvent. The obtained residue was purified by silica-gel column chromatography (developer: benzene and n-hexane) to obtain 1.7 g of the objective 4-isobutylthio-2-pyridyl methanesulfonate (yield: 91.6%) as a colourless oil, which were allowed to stand to crystallization.

後処理

  1. temperaturecooled below 10° C
  2. stirringBy stirring at room temperature for 4 hours
  3. washThe methylene chloride layer was washed with water and saturated aqueous solution of common salt
  4. distillationdistilled
  5. customto remove the solvent
  6. customThe obtained residue was purified by silica-gel column chromatography (developer: benzene and n-hexane)

出典と根拠

ORDレコード
ord-3acee858c2c840ae9d185fc82a070ebd
出典データセット
uspto-grants-1990_08
特許番号
US04950679

反応ノート

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