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Ethyl Acetate → 1-(2,4-Difluorophenyl)-1-(6-cyanobenzothiazol-2-yl)-2-(1H-1,2,4-triazol-1-yl)ethanol

HRID 265329
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인쇄 미리보기

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HRID 265329 반응식
[H-].[Na+].[NH:3]1[CH:7]=[N:6][CH:5]=[N:4]1.[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]([C:20]1[S:21][C:22]2[CH:28]=[C:27]([C:29]#[N:30])[CH:26]=[CH:25][C:23]=2[N:24]=1)([OH:19])[CH2:17]Cl.C(OCC)(=O)C>CN(C)C=O.O>[F:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[C:16]([C:20]1[S:21][C:22]2[CH:28]=[C:27]([C:29]#[N:30])[CH:26]=[CH:25][C:23]=2[N:24]=1)([OH:19])[CH2:17][N:3]1[CH:7]=[N:6][CH:5]=[N:4]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 8857Ethyl AcetateHCID 92571H-1,2,4-TriazoleHCID 24758Sodium hydrideHCID 105940491-(2,4-Difluorophenyl)-1-(6-cyanobenzothiazol-2-YL)-2-chloroethanol

생성물 1

HCID 107861891-(2,4-Difluorophenyl)-1-(6-cyanobenzothiazol-2-yl)-2-(1H-1,2,4-triazol-1-yl)ethanol수율 71.8%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 6228Dimethylformamide용매2회

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온도
60 °C

실험 절차

Sodium hydride (440 mg) was suspended in dimethylformamide (10 ml), and 1,2,4-triazole (948 mg) was added to the suspension, to which a solution of 1-(2,4-difluorophenyl)-1-(6-cyanobenzothiazol-2-yl)-2-chloro-ethanol (1.49 g) in dimethylformamide (10 ml) was added. The mixture was heated at 60° C. for 4 hours. After the liquid reaction mixture was cooled to room temperature, ethyl acetate and water were added thereto. An organic layer separated was washed three times with water and then dried over magnesium sulfate, and the solvent was distilled out. The residue was recrystallized from dichloromethane-diisopropyl ether to obtain the intended compound (1.17 g). Melting point: 170°-172° C.

후처리

  1. additionwas added
  2. customAfter the liquid reaction mixture
  3. temperaturewas cooled to room temperature
  4. customAn organic layer separated
  5. washwas washed three times with water
  6. dry with materialdried over magnesium sulfate
  7. distillationthe solvent was distilled out
  8. customThe residue was recrystallized from dichloromethane-diisopropyl ether

출처 및 근거

ORD 기록
ord-8d0902b6b1404b61a3def77b11162b30
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05648372

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