Thiophosgene → HCID 82491428, Verbindung

HRID 1628536Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1628536
[Cl:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:11](Cl)(Cl)=[S:12]>C(=O)([O-])O.[Na+].O1CCCC1>[Cl:1][C:2]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:3]=1[N:4]=[C:11]=[S:12]

Komponenten

5

Edukt 2

HCID 10040ThiophosgeneHCID 4074322-Chloro-4-methoxyaniline

Produkt 1

HCID 82491428HCID 82491428, VerbindungAusbeute 68,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

To a stirred solution of 2-chloro-4-methoxyaniline (7.90 g, 50.1 mmol) in saturated aqueous sodium hydrogen carbonate (40 mL) and tetrahydrofuran (40 mL) was added thiophosgene (4.99 mL, 65.1 mmol) at room temperature. After 30 min, the reaction mixture was extracted with ethyl acetate, washed with aqueous sodium hydrogen carbonate and brine, dried over sodium sulfate, filtrated, and concentrated in vacuo. The resulting solid was washed with n-hexane to give the title compound as a pale red solid (6.85 g, 34.3 mmol, 68%).

Aufarbeitung

  1. extractionthe reaction mixture was extracted with ethyl acetate
  2. washwashed with aqueous sodium hydrogen carbonate and brine
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltrated
  5. concentrationconcentrated in vacuo
  6. washThe resulting solid was washed with n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-65fb0c54d72945e4b364a45769af1cac
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785460B2

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