StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Phosphate → 7-Acetoacetamido-3(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid

HRID 596788
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 596788
[C:1]([NH:7][CH:8]1[C:23](=[O:24])[N:10]2[C:11]([C:20]([OH:22])=[O:21])=[C:12]([CH2:15]OC(=O)C)[CH2:13][S:14][C@H:9]12)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].C(=O)([O-])O.[Na+].[CH3:30][C:31]1[S:35][C:34]([SH:36])=[N:33][N:32]=1.P([O-])([O-])([O-])=O>>[C:1]([NH:7][CH:8]1[C:23](=[O:24])[N:10]2[C:11]([C:20]([OH:22])=[O:21])=[C:12]([CH2:15][S:36][C:34]3[S:35][C:31]([CH3:30])=[N:32][N:33]=3)[CH2:13][S:14][C@H:9]12)(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 4

HCID 1061PhosphateHCID 516892Sodium BicarbonateHCID 887151507-Acetoacetamido-3-acetoxymethyl-3-cephem-4-carboxylic acidHCID 178434161HCID 178434161, Verbindung

Produkt 1

HCID 1317106607-Acetoacetamido-3(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid

Versuchsvorschrift

A mixture of 0.356 g. of 7-acetoacetamido-3-acetoxymethyl-3-cephem-4-carboxylic acid, 0.84 g. of sodium hydrogen carbonate, 0.246 g. of 5-methyl-1,3,4-thiadiazol-2-thiol and 20 ml. of a phosphate buffer of pH 6.4 is heated at 60° C for 7.5 hours. After cooling, it is washed with ethyl acetate, adjusted to pH 2 with 50 % phosphoric acid, saturated with sodium chloride and extracted with ethyl acetate. The ethyl acetate layer is dried over magnesium sulfate and concentrated under reduced pressure, followed by cooling with ice. The resultant crystals are recovered by suction-filtration, washed with hexane and dried. The described procedure gives 7-acetoacetamido-3-(5-methyl-1,3,4-thiadiazol-2-yl)thiomethyl-3-cephem-4-carboxylic acid as crystals melting at 177°-180° C (decomp.). Yield 0.274 g. (64 %).

Aufarbeitung

  1. additionA mixture of 0.356 g
  2. temperatureAfter cooling
  3. washit is washed with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. dry with materialThe ethyl acetate layer is dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. temperatureby cooling with ice
  8. filtrationThe resultant crystals are recovered by suction-filtration
  9. washwashed with hexane
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-4502d26896f54d8e880428a73e1204c2
Quelldatensatz
uspto-grants-1977_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04012379

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion