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Potassium Hydroxide → 2-(4-Cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzothiazole

HRID 1619256
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HRID 1619256 반응식
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[S:11][C:12]4[CH:18]=[C:17]([CH2:19][NH:20][S:21]([CH2:24][CH2:25][CH2:26]Cl)(=[O:23])=[O:22])[CH:16]=[CH:15][C:13]=4[N:14]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.[OH-].[K+]>CCO>[CH:1]1([N:4]2[CH2:9][CH2:8][N:7]([C:10]3[S:11][C:12]4[CH:18]=[C:17]([CH2:19][N:20]5[CH2:26][CH2:25][CH2:24][S:21]5(=[O:23])=[O:22])[CH:16]=[CH:15][C:13]=4[N:14]=3)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1
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HCID 14797Potassium HydroxideHCID 595887913-Chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide

생성물 1

HCID 595887992-(4-Cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzothiazole수율 70.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 3-chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide (300 mg, 0.70 mmol) and potassium hydroxide (396 mg, 7.0 mmol) in EtOH (5 mL) was heated at reflux for 1 h. The volatiles were evaporated and the residue was extracted with CH2Cl2, washed with brine and concentrated in vacuo. The crude residue was purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol) to give 2-(4-cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzothiazole 193 mg (49%).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 1 h
  3. customThe volatiles were evaporated
  4. extractionthe residue was extracted with CH2Cl2
  5. washwashed with brine
  6. concentrationconcentrated in vacuo
  7. customThe crude residue was purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol)

출처 및 근거

ORD 기록
ord-a7b0571702db4c9aa237434189ebaed6
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08772285B2

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