Diethyl Ether → HCID 12837902, Verbindung

HRID 1065302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1065302
[C:1]([S:4][CH2:5][C:6]([NH2:8])=[O:7])(=[O:3])[CH3:2].[C:9]1([CH2:15][C:16](Cl)=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.CCOCC>S(=O)(=O)(O)O.CCCCCC>[C:9]1([CH2:15][C:16]([NH:8][C:6](=[O:7])[CH2:5][S:4][C:1](=[O:3])[CH3:2])=[O:17])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

6

Edukt 3

HCID 3283Diethyl EtherHCID 7679Phenylacetyl chlorideHCID 51082772-(Acetylthio)acetamide

Produkt 1

HCID 12837902HCID 12837902, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1118Sulfuric AcidKatalysatorHCID 8058HexaneLösungsmittel

Versuchsvorschrift

A reaction mixture comprising 6.65 g. (0.05 mole) of 2-(acetylthio) acetamide, 10 ml. of 2-phenylacetyl chloride, and 1 drop of sulfuric acid was heated in a steam bath for 0.5 hour, and then allowed to stand overnight at room temperature, after which it solidified. There was then added 50 ml. of ether and 20 ml. of hexane, followed by stirring for 10 minutes and then filtering. A yield of 8.5 g. of a tan solid was obtained, which was then chromatographed on 100 g. of silica gel. eluting with 5% ether in dichloromethane, followed by concentration to dryness. The solid was suspended in 60 ml. of ethanol and stirred in an ice bath for 1 hour. The product of white crystals, m.p. 153°-155° C., was obtained in a 5.6 g. yield.

Aufarbeitung

  1. additionThere was then added 50 ml
  2. filtrationfiltering
  3. customof a tan solid was obtained
  4. customwhich was then chromatographed on 100 g
  5. washeluting with 5% ether in dichloromethane
  6. concentrationfollowed by concentration to dryness
  7. stirringof ethanol and stirred in an ice bath for 1 hour
  8. customThe product of white crystals, m.p. 153°-155° C., was obtained in a 5.6 g
  9. customyield

Quellen und Nachweise

ORD-Eintrag
ord-c8408d339c3b45c78ae296f318150a08
Quelldatensatz
uspto-grants-1982_05
Patentnummer
US04329363

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