Quinoline → Isoquinoline

HRID 372570

Reaktionsgleichung

Reaktionsgleichung von HRID 372570
CC(OCC1CS[C@@H]2[C@H](NC(CCC[C@@H](N)C(O)=O)=O)C(=O)N2C=1C(O)=O)=O.[N:29]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[CH:32]=[CH:31][CH:30]=1>[Cl-].[Na+]>[CH:38]1[C:33]2[C:32](=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][N:29]=1

Komponenten

4

Edukt 2

HCID 7047QuinolineHCID 65536Cephalosporin C

Produkt 1

HCID 8405Isoquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5234Sodium ChlorideLösungsmittel

Versuchsvorschrift

15 ml of the remaining reaction solution were diluted with a 5% sodium chloride solution to 30 ml (corresponds to 0.5% solution calculated as cephalosporin C). After adding 0.22 ml of quinoline to the solution, the mixture was adjusted to pH 3.0 and stirred at 5°-10° C. Very soon crystals separated out. The crystals were collected after an hour, washed with ice-water and with ethyl acetate and dried in vacuo. 226 mg of isoquinoline adduct of N-methylthioacetyl-cephalosporin C having 97% purity were obtained.

Aufarbeitung

  1. custom15 ml of the remaining reaction solution
  2. customVery soon crystals separated out
  3. customThe crystals were collected after an hour
  4. washwashed with ice-water and with ethyl acetate
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-def7774f48f64e44b0bdb3cbac17011f
Quelldatensatz
uspto-grants-1978_05
Patentnummer
US04091217

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