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Potassium Cyanide → HCID 67325210, 화합물

HRID 1397374
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HRID 1397374 반응식
[C-:1]#[N:2].[K+].Br[CH2:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][CH:7]=1>CN(C=O)C>[C:11]1([C:9]2[S:10][C:6]([CH2:5][C:1]#[N:2])=[CH:7][N:8]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1
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참가 물질

4

반응물 2

HCID 9032Potassium CyanideHCID 67324761HCID 67324761, 화합물

생성물 1

HCID 67325210HCID 67325210, 화합물수율 73.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

KCN (154 mg, 2.36 mmol) was added to a solution of 5-(bromomethyl)-2-phenylthiazole (400 mg, 1.57 mmol) in dry DMF (10 mL). The resulting reaction mixture was stirred at room temperature for 10 h. The mixture was then quenched with water and the organic product was extracted with EtOAc. The combined extracts were washed with H2O and brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 20% EtOAc in petroleum ether) to afford 2-(2-phenylthiazol-5-yl)acetonitrile (230 mg, yield 73%) as a white solid. 1H NMR (300 MHz, CDCl3) δ 7.94-7.90 (m, 2H), 7.76 (s, 1H), 7.47-7.45 (m, 3H), 3.98 (d, J=1.1 Hz, 2H). MS (ESI) m/z: Calculated for C11H8N2S: 200.05. found: 201.2 (M+H)+.

후처리

  1. customThe resulting reaction mixture
  2. customThe mixture was then quenched with water
  3. extractionthe organic product was extracted with EtOAc
  4. washThe combined extracts were washed with H2O and brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe crude product was purified by column chromatography (silica gel 60-120 mesh, eluent 20% EtOAc in petroleum ether)

출처 및 근거

ORD 기록
ord-d869cb0e1cf44c98a7d1ec802ea068bd
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08901156B2

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