Hydrochloric Acid → 4-hydroxy-N-[4-(methylsulfinyl)-1,3-thiazol-2-yl]benzamide

HRID 1620883ノート

反応式

HRID 1620883 の反応式
Cl.C([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:22])[NH:13][C:14]2[S:15][CH:16]=[C:17]([S:19]([CH3:21])=[O:20])[N:18]=2)=[CH:8][CH:7]=1)(=O)C>O1CCCC1>[OH:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([NH:13][C:14]2[S:15][CH:16]=[C:17]([S:19]([CH3:21])=[O:20])[N:18]=2)=[O:22])=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 569693894-{[4-(Methylsulfinyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

生成物 1

HCID 569693904-hydroxy-N-[4-(methylsulfinyl)-1,3-thiazol-2-yl]benzamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

2 M hydrochloric acid (3.0 mL) is added to a suspension of 3 (0.12 g, 0.33 mmol) in tetrahydrofuran (3.0 mL), and the resulting suspension is warmed to reflux. The reaction becomes homogeneous upon heating. After refluxing for 1.5 h, the reaction is allowed to cool to room temperature, and is then partitioned between diethyl ether and water. The ether layer is washed with water, saturated aqueous sodium bicarbonate, and brine. The ether layer is dried with anhydrous sodium sulfate and concentrated in vacuo. The residue is triturated with ethyl acetate, the solvent is removed under a stream of nitrogen, and the resulting solid is dried in vacuo at 55° C. to give 4 as a light yellow solid.

後処理

  1. temperaturethe resulting suspension is warmed to reflux
  2. temperatureupon heating
  3. temperatureAfter refluxing for 1.5 h
  4. customis then partitioned between diethyl ether and water
  5. washThe ether layer is washed with water, saturated aqueous sodium bicarbonate, and brine
  6. dry with materialThe ether layer is dried with anhydrous sodium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue is triturated with ethyl acetate
  9. customthe solvent is removed under a stream of nitrogen
  10. customthe resulting solid is dried in vacuo at 55° C.

出典と根拠

ORDレコード
ord-fc19431417ff415fac5580dbeab6cd1f
出典データセット
uspto-grants-2014_07
特許番号
US08772502B2

反応ノート

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