Hydrochloric Acid → HCID 178511756, Verbindung

HRID 261713Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 261713
[Na].[SH:2][C:3]1[NH:7][N:6]=[N:5][CH:4]=1.[OH-].[Na+].[NH2:10][C@@H:11]1[C:39](=[O:40])[N:13]2[C:14]([C:36]([OH:38])=[O:37])=[C:15]([CH2:18]OC(=O)C3C=CC=CC=3C(=O)NC(OCC)=O)[CH2:16][S:17][C@H:12]12.Cl>O.CO>[NH2:10][C@@H:11]1[C:39](=[O:40])[N:13]2[C:14]([C:36]([OH:38])=[O:37])=[C:15]([CH2:18][S:2][C:3]3[NH:7][N:6]=[N:5][CH:4]=3)[CH2:16][S:17][C@H:12]12

Komponenten

8

Edukt 5

HCID 313Hydrochloric Acid2×HCID 14798Sodium HydroxideHCID 5360545SodiumHCID 705826067beta-amino-3-[2-(N-carboethoxycarbamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acidHCID 178527741HCID 178527741, Verbindung

Produkt 1

HCID 178511756HCID 178511756, VerbindungAusbeute 61,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

in water (2 ml) containing sodium salt of 5-mercapto-1H-1,2,3-triazole (120 mg) and sodium hydroxide (40 mg) is dissolved under ice cooling 7β-amino-3-[2-(N-carboethoxycarbamoyl)benzoyloxy]methyl-3-cephem-4-carboxylic acid (450 mg) and to the mixture is added diluted hydrochloric acid to adjust its pH to 5.5 under stirring, followed by further stirring for one hour at 60° C. To the solution, is added methanol (5 ml) and the mixture is allowed to cool to the room temperature. The cooled mixture is adjusted its pH to 3.9 by adding diluted hydrochloric acid under stirring and the resultant mixture is further stirred for one hour under ice-cooling. The precipitate is collected by filtration and washed with water and methanol in this order and then dried over phosphorus pentoxide. The procedure provides 7β-amino-3-(1H-1,2,3-triazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (193 mg).

Aufarbeitung

  1. dissolutionis dissolved under ice
  2. stirringby further stirring for one hour at 60° C
  3. stirringunder stirring
  4. temperaturecooling
  5. filtrationThe precipitate is collected by filtration
  6. washwashed with water and methanol in this order
  7. dry with materialdried over phosphorus pentoxide

Quellen und Nachweise

ORD-Eintrag
ord-9aa8b46edf954ed49f2cb643c5798b44
Quelldatensatz
uspto-grants-1979_08
Patentnummer
US04166178

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