Triethylamine → 3-Chloro-2-fluorophenylisothiocyanate

HRID 1840356Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1840356
[F:1][C:2]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].[C:10](Cl)(Cl)=[S:11].C(N(CC)CC)C.C(OCC)(=O)C>C1(C)C=CC=CC=1.O>[F:1][C:2]1[C:8]([Cl:9])=[CH:7][CH:6]=[CH:5][C:3]=1[N:4]=[C:10]=[S:11]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 10040ThiophosgeneHCID 750143-Chloro-2-fluoroaniline

Produkt 1

HCID 27575833-Chloro-2-fluorophenylisothiocyanateAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

Into a solution of 2-fluoro-3-chloroaniline (1.0 g, 6.87 mmol) in 30 mL of toluene at room temperature, thiophosgene (0.8 mL, 10.3 mmol) and triethylamine (1.12 mL, 8.24 mmol) were added. The mixture was stirred at room temperature for 16 hours. The mixture was parationed between ethyl acetate and water. The combined organic layer was then concentrated to give the desired product (950 mg, 74%). 1H NMR (CDCl3) δ 7.09 (m, 2H), 7.30 (m, 1H).

Aufarbeitung

  1. concentrationThe combined organic layer was then concentrated

Quellen und Nachweise

ORD-Eintrag
ord-68cb9c62588f4f9db7166c3fd3d9f919
Quelldatensatz
uspto-grants-2004_01
Patentnummer
US06680317B2

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