Potassium Carbonate → HCID 86727412, Verbindung

HRID 519047Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 519047
[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[S:8][CH2:9][C:10](=[O:12])[NH:11][C:6]=2[CH:5]=1)([O-:3])=[O:2].Br[CH:16]([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[N+:1]([C:4]1[CH:14]=[CH:13][C:7]2[S:8][CH2:9][C:10](=[O:12])[N:11]([CH:16]([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])[C:6]=2[CH:5]=1)([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 41823566-Nitro-2H-benzo[b][1,4]thiazin-3(4H)-one

Produkt 1

HCID 86727412HCID 86727412, VerbindungAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 6-nitro-2H-benzo[b][1,4]thiazin-3(4H)-one (0.512 g, 2.436 mmol), ethyl 2-bromopropanoate (0.573 g, 3.17 mmol) and K2CO3 (1.01 g, 7.31 mmol) in acetone (40 mL) was heated at reflux for 16 h. After cooling to ambient temperature, the mixture was filtered and the filtrate was evaporated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 9% EtOAc in petroleum ether) to give ethyl 2-(6-nitro-3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate (0.376 g, 50%). TLC (eluting with 20% EtOAc/PE) Rf=0.6.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. filtrationthe mixture was filtered
  4. customthe filtrate was evaporated in vacuo
  5. customThe residue was purified by column chromatography on silica gel (eluting with 9% EtOAc in petroleum ether)

Quellen und Nachweise

ORD-Eintrag
ord-0df583ad44e94cab8d6dceac8e5fc4f5
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115151B2

Notizen zur Reaktion

Wird geladen…