Methanethiol → phenyl 3-methylthio-N-phenylacrylimidate

HRID 1960205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1960205
O([CH:8]=[CH:9][C:10](=[N:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)C1C=CC=CC=1.C1COCC1.[Na].[CH3:31][SH:32]>C(OCC)(=O)C>[CH3:31][S:32][CH:8]=[CH:9][C:10](=[N:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

6

Edukt 4

HCID 878MethanethiolHCID 8028TetrahydrofuranHCID 5360545SodiumHCID 69127142Phenyl 3-phenoxy-N-phenylacrylimidate

Produkt 1

HCID 69126846phenyl 3-methylthio-N-phenylacrylimidateAusbeute 78,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Phenyl 3-phenoxy-N-phenylacrylimidate (0.30 g) was dissolved to THF (5 ml), sodium salt of methyl mercaptan (0.075 g) was added thereto and stirred for four hours at room temperature. Ethyl acetate (50 ml) was added to the reaction solution, and it was successively washed with water and aqueous saturated of sodium chloride solution, dried over magnesium sulfate (anhydrous), concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (hexane:ethyl acetate=10:1) to obtain phenyl 3-methylthio-N-phenylacrylimidate (0.20 g) as yellow oil.

Aufarbeitung

  1. additionwas added
  2. washwas successively washed with water and aqueous saturated of sodium chloride solution
  3. dry with materialdried over magnesium sulfate (anhydrous)
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a17dfb6c9b944daabed64fba693042c5
Quelldatensatz
uspto-grants-2013_04
Patentnummer
US08410316B2

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