Trichloroacetyl isocyanate → HCID 14556140, Verbindung

HRID 745967Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745967
[Cl:1][C:2]([Cl:9])([Cl:8])[C:3]([N:5]=[C:6]=[O:7])=[O:4].[OH:10][CH2:11][C:12]1[CH2:13][S:14][C@@H:15]2[C@H:22]([NH:23][C:24](=[O:31])[CH2:25][C:26]3[S:27][CH:28]=[CH:29][CH:30]=3)[C:21](=[O:32])[N:16]2[C:17]=1[C:18]([OH:20])=[O:19]>C(OCC)(=O)C>[S:27]1[CH:28]=[CH:29][CH:30]=[C:26]1[CH2:25][C:24]([NH:23][C@@H:22]1[C:21](=[O:32])[N:16]2[C:17]([C:18]([OH:20])=[O:19])=[C:12]([CH2:11][O:10][C:6](=[O:7])[NH:5][C:3](=[O:4])[C:2]([Cl:9])([Cl:8])[Cl:1])[CH2:13][S:14][C@H:15]12)=[O:31]

Komponenten

4

Edukt 2

HCID 76400Trichloroacetyl isocyanateHCID 93015Deacetylcephalothin

Produkt 1

HCID 14556140HCID 14556140, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Trichloroacetylisocyanate (4.3 ml) was added rapidly to a stirred suspension of (6R,7R)-3-hydroxymethyl-7-(2-thienylacetamido)ceph-3-em-4-carboxylic acid (10.62 g) at 6° in ethyl acetate (70 ml). The reaction mixture was stirred at 5° for 40 min. Petroleum ether was added dropwise during 15 min. The mixture was stirred for 30 min, filtered and the solid was washed with petroleum ether and dried to give the title compound as a solid (16.48 g), [α]D22 +73° (c 1.2 in Me2SO).

Aufarbeitung

  1. stirringThe mixture was stirred for 30 min
  2. filtrationfiltered
  3. washthe solid was washed with petroleum ether
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b961cb4450504efd8ca8a78f04f61b05
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04602012

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