Thiophosgene → 4-Isothiocyanato-2-(trifluoromethyl)benzonitrile

HRID 38755

Reaktionsgleichung

Reaktionsgleichung von HRID 38755
[C:1](Cl)(Cl)=[S:2].[NH2:5][C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[C:8]([C:14]([F:17])([F:16])[F:15])[CH:7]=1>O>[N:5]([C:6]1[CH:13]=[CH:12][C:9]([C:10]#[N:11])=[C:8]([C:14]([F:15])([F:16])[F:17])[CH:7]=1)=[C:1]=[S:2]

Komponenten

4

Edukt 2

HCID 10040ThiophosgeneHCID 5221704-Amino-2-(trifluoromethyl)benzonitrile

Produkt 1

HCID 116155404-Isothiocyanato-2-(trifluoromethyl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Thiophosgene (10 g, 87.71 mmol) was dissolved in water and stirred at room temperature for 10 min. 4-Amino-2-trifluoromethyl-benzonitrile was added portionwise at room temperature. The reaction mixture was stirred at room temperature for 2 h. The product was extracted with dichloromethane, and the organic layer was washed with water, brine, dried over sodium sulfate and evaporated to obtain 12 g of product. 1H NMR (CDCl3): δ (ppm) 7.84 (d, 1H), 7.58 (s, 1H), 7.48 (d, 1H).

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 2 h
  2. extractionThe product was extracted with dichloromethane
  3. washthe organic layer was washed with water, brine
  4. dry with materialdried over sodium sulfate
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b64248e3c28e4cda97e82e9263b61ecb
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524755B2

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