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

HRID 1644766노트

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HRID 1644766 반응식
Cl.C([O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:23])[NH:13][C:14]2[S:15][CH:16]=[C:17]([S:19]([CH3:22])(=[O: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]([CH3:22])(=[O:21])=[O:20])[N:18]=2)=[O:23])=[CH:8][CH:7]=1

참가 물질

4

반응물 2

HCID 313Hydrochloric AcidHCID 251869354-{[4-(Methylsulfonyl)-1,3-thiazol-2-yl]carbamoyl}phenyl acetate

생성물 1

HCID 509050604-hydroxy-N-[4-(methylsulfonyl)-1,3-thiazol-2-yl]benzamide수율 82.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2 M hydrochloric acid (3.0 mL) was added to a suspension of 83 (0.12 g, 0.35 mmol) in tetrahydrofuran (3.0 mL), and the resulting suspension was warmed to reflux. The reaction became homogeneous upon heating. After refluxing for 1.5 h, the reaction was allowed to cool to room temperature, and then partitioned between diethyl ether and water. The ether layer was washed with water, saturated aqueous sodium bicarbonate, and brine. The ether layer was dried with anhydrous sodium sulfate and concentrated in vacuo. The residue triturated with ethyl acetate, the solvent was removed under a stream of nitrogen, and the resulting solid was dried in vacuo at 55° C. to give 84 (0.086 g, 82%) as a light yellow solid.

후처리

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

출처 및 근거

ORD 기록
ord-2942c9a9dc6f414a9b53fb1842c84ce9
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08124632B2

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