Lawesson's reagent → HCID 86727413, Verbindung

HRID 519048Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 519048
[N+:1]([C:4]1[CH:21]=[CH:20][C:7]2[S:8][CH2:9][C:10](=O)[N:11]([CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]=2[CH:5]=1)([O-:3])=[O:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:31])=CC=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:21]=[CH:20][C:7]2[S:8][CH2:9][C:10](=[S:31])[N:11]([CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:6]=2[CH:5]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 86727412HCID 86727412, Verbindung

Produkt 1

HCID 86727413HCID 86727413, VerbindungAusbeute 55 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of ethyl 2-(6-nitro-3-oxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate (0.189 g, 0.61 mmol) and Lawesson's reagent (0.493 g, 1.22 mmol) in toluene (40 mL) was heated at reflux for 16 h. After cooling to ambient temperature, the mixture was concentrated in vacuo. The residue was purified by column chromatography on silica gel (eluting with 8% EtOAc in petroleum ether) to give ethyl 2-(6-nitro-3-thioxo-2H-benzo[b][1,4]thiazin-4(3H)-yl)propanoate (0.109 g, 55%). TLC (eluting with 25% EtOAc in petroleum ether) Rf=0.3.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 16 h
  3. concentrationthe mixture was concentrated in vacuo
  4. customThe residue was purified by column chromatography on silica gel (eluting with 8% EtOAc in petroleum ether)

Quellen und Nachweise

ORD-Eintrag
ord-4d12e645288545edb002e919f55eedac
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115151B2

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