N,N-Dichlorourethan → 3,3,4,7-Tetrachloro-5-methoxy-1,3-dihydro-indol-2-one

HRID 1822895Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1822895
[Cl:1][C:2]1([Cl:15])[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:12][CH3:13])[C:9]=2[Cl:11])[NH:4][C:3]1=[O:14].[Cl:16]N(Cl)C(OCC)=O>CC(O)=O>[Cl:15][C:2]1([Cl:1])[C:10]2[C:5](=[C:6]([Cl:16])[CH:7]=[C:8]([O:12][CH3:13])[C:9]=2[Cl:11])[NH:4][C:3]1=[O:14]

Komponenten

4

Edukt 2

HCID 26195N,N-DichlorourethanHCID 221696773,3,4-Trichloro-5-methoxy-1,3-dihydro-indol-2-one

Produkt 1

HCID 221696723,3,4,7-Tetrachloro-5-methoxy-1,3-dihydro-indol-2-oneAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

11.54 g of 3,3,4-trichloro-5-methoxy-1 ,3-dihydro-indol-2-one (43.3 mmol) was suspended in glacial AcOH (200 mL). 3.343 g (21.7 mmol) of N,N-dichlorourethane was added and the mixture was stirred at 60° C. for 2 days. The reaction mixture was cooled to room temperature, the precipitate collected by filtration and dried on high vacuum. Re-crystallization from benzene (150 mL) yielded 6.135 g of product (containing 5% of the start. material as an impurity).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationthe precipitate collected by filtration
  3. customdried on high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0939d85c016f415081e9d900ef761e02
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07037909B2

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