Hydrochloric Acid → 3-(3-Hexylthio-1,2,5-thiadiazol-4-yl)-6-methylpyridine

HRID 865220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 865220
O.[SH2:2].[Na].Cl[C:5]1[C:9]([C:10]2[CH:11]=[N:12][C:13]([CH3:16])=[CH:14][CH:15]=2)=[N:8][S:7][N:6]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28].Cl>CN(C=O)C>[CH2:23]([S:2][C:5]1[C:9]([C:10]2[CH:11]=[N:12][C:13]([CH3:16])=[CH:14][CH:15]=2)=[N:8][S:7][N:6]=1)[CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 81011-BromohexaneHCID 11430Potassium CarbonateHCID 190752683-(3-Chloro-1,2,5-thiadiazol-4-yl)-6-methylpyridineHCID 53442613Sodium hydrogen sulfide hydrate

Produkt 1

HCID 190753693-(3-Hexylthio-1,2,5-thiadiazol-4-yl)-6-methylpyridine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Sodium hydrogen sulfide monohydrate (0.33 g, 4.4 mmol) was added to a solution of 3-(3-chloro-1,2,5-thiadiazol-4-yl)-6-methylpyridine (0.85 g, 4 mmol) in DMF (20 ml) at room temperature and the reaction mixture was stirred for 1 h. Potassium carbonate (1.65 g, 12 mmol) and 1-hexylbromide (0.99 g, 6 mmol) were added and the reaction mixture was stirred for additionally 24 h. 1N HCl was added and the reaction mixture was extracted once with ether. The aqueous phase was basified with 50% NaOH and extracted with ether. The ether phases were dried and evaporated to give crude title compound.

Aufarbeitung

  1. stirringthe reaction mixture was stirred for additionally 24 h
  2. extractionthe reaction mixture was extracted once with ether
  3. extractionextracted with ether
  4. dry with materialThe ether phases were dried
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b92fefb01ffa4b62b2b9ca18f6ca55b8
Quelldatensatz
uspto-grants-1996_10
Patentnummer
US05565475

Notizen zur Reaktion

Wird geladen…