Diethyl Ether → S-benzylthioacetimidate hydrobromide

HRID 8928

Reaktionsgleichung

Reaktionsgleichung von HRID 8928
[C:1]([NH2:4])(=[S:3])[CH3:2].[CH2:5]([Br:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CCOCC>C(Cl)(Cl)Cl>[BrH:12].[CH2:5]([S:3][C:1](=[NH:4])[CH3:2])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Versuchsvorschrift

To a solution of thioacetamide (0.478 g, 6.36 mmol) in CHCl3 (16 mL) was added benzyl bromide (0.76 mL, 6.39 mmol) and the resultant solution was heated to reflux for 2 hours. The mixture was cooled to room temperature. Ether (50 mL) was added and the mixture was cooled in an ice-water bath to precipitate a white solid. The supernatant solution was decanted and the solid was washed with ether (2×50 mL). The solid was dried under vacuum to provide 1.44 g (92%) of S-benzylthioacetimidate hydrobromide as a white solid. 1H NMR (DMSO-d6) δ 2.63 (s, 3H), 4.61 (s, 2H), 7.34–7.46 (m, 5H), 11.89 (br s, 1H).

Aufarbeitung

  1. temperatureto reflux for 2 hours
  2. temperaturethe mixture was cooled in an ice-water bath
  3. customto precipitate a white solid
  4. customThe supernatant solution was decanted
  5. washthe solid was washed with ether (2×50 mL)
  6. customThe solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8f232c8b7f054fe783728d26df89483d
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091217B2

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