Thiophosgene → 4-(2,5-Dichloro-phenoxy)-3-fluoro-phenylisothiocyanate

HRID 1993819

Reaktionsgleichung

Reaktionsgleichung von HRID 1993819
[Cl:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[F:12].C(=O)(O)[O-].[Na+].[C:23](Cl)(Cl)=[S:24]>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:3]=1[O:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]=[C:23]=[S:24])=[CH:7][C:6]=1[F:12]

Komponenten

5

Edukt 3

HCID 10040ThiophosgeneHCID 516892Sodium BicarbonateHCID 289727064-(2,5-Dichlorophenoxy)-3-fluoroaniline

Produkt 1

HCID 597976634-(2,5-Dichloro-phenoxy)-3-fluoro-phenylisothiocyanateAusbeute 97,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

4-(2,5-Dichloro-phenoxy)-3-fluoro-phenylamine (1.36 g, 5 mmol) was dissolved in 150 ml of chloroform and 100 ml of saturated aqueous sodium bicarbonate was added. To this biphasic mixture was added dropwise a solution of thiophosgene (0.39 ml, 5 mmol) in 30 ml of chloroform at room temperature with vigorous stirring. The mixture was stirred vigorously for 1 hour at room temperature. The bottom layer of the mixture was separated, and the aqueous layer was extracted twice with CHCl3. The combined organic solution was washed with water, dried over Mg2SO4 and evaporated to give 1.53 g (97.4%) of crude product used for next step without further purification.

Aufarbeitung

  1. customThe bottom layer of the mixture was separated
  2. extractionthe aqueous layer was extracted twice with CHCl3
  3. washThe combined organic solution was washed with water
  4. dry with materialdried over Mg2SO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6fe761cb03734ba2a04b4d8b5baee41c
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652047B2

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