Thiophosgene → 2,4-Dichloro-5-isothiocyanatopyridine

HRID 1177513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1177513
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][C:3]=1[NH2:9].C(=O)([O-])[O-].[Na+].[Na+].[C:16](Cl)(Cl)=[S:17]>C(Cl)Cl>[Cl:8][C:6]1[CH:7]=[C:2]([Cl:1])[C:3]([N:9]=[C:16]=[S:17])=[CH:4][N:5]=1

Komponenten

5

Edukt 3

HCID 10040ThiophosgeneHCID 10340Sodium CarbonateHCID 5957294,6-Dichloropyridin-3-amine

Produkt 1

HCID 866387192,4-Dichloro-5-isothiocyanatopyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirring slurry of 4,6-dichloropyridin-3-amine (2.00 g, 12 mmol) and sodium carbonate (3.4 g, 32 mmol) in 10 mL DCM was added thiophosgene (1.2 mL, 16 mmol). The orange mixture was sealed and allowed to stir at ambient temperature overnight. The reaction mixture was filtered, rinsing with DCM, and the filtrate concentrated in vacuo to give 2,4-dichloro-5-isothiocyanatopyridine as an orange solid. MS (ESD m/z: calculated: 203.9; Observed: 204.9 (M++1).

Aufarbeitung

  1. customThe orange mixture was sealed
  2. filtrationThe reaction mixture was filtered
  3. washrinsing with DCM
  4. concentrationthe filtrate concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-539069a83c114ca393b26939ec82fbf7
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842685B2

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