Captamine → 2-[(Imidazo[1,2-b]pyridazin-6-yl)sulfanyl]-N,N-dimethylethan-1-amine

HRID 1088244

Reaktionsgleichung

Reaktionsgleichung von HRID 1088244
[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][SH:5].C[O-].[Na+].Cl[C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH:17]=[CH:18][N:19]=2)[N:16]=1>CO>[CH3:1][N:2]([CH3:6])[CH2:3][CH2:4][S:5][C:11]1[CH:12]=[CH:13][C:14]2[N:15]([CH:17]=[CH:18][N:19]=2)[N:16]=1

Komponenten

5

Edukt 3

HCID 25799CaptamineHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-HCID 10942334Sodium Methoxide

Produkt 1

HCID 200765592-[(Imidazo[1,2-b]pyridazin-6-yl)sulfanyl]-N,N-dimethylethan-1-amineAusbeute 57,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel2×

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

To 20 ml of methanol is dissolved 2.8 g of 2-dimethylaminoethanethiol. To this, 20 ml of 2M solution of sodium methoxide in methanol and 3 g of 6-chloroimidazo-[1,2-b]pyridazine are added successively and the mixture is heated in a sealed tube for 4 hours at 150° C. After cooling, the solvent is evaporated and the residue is treated with water. The mixture is then extracted with methylene chloride. The organic layer is separated, washed with saturated aqueous solution of sodium chloride and dried over MgSO4. Evaporation of the solvent gives 2.5 g of the title compound as pale yellow crystals.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvent is evaporated
  3. additionthe residue is treated with water
  4. extractionThe mixture is then extracted with methylene chloride
  5. customThe organic layer is separated
  6. washwashed with saturated aqueous solution of sodium chloride
  7. dry with materialdried over MgSO4
  8. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-6909fea74f704337a14f55ca9286f037
Quelldatensatz
uspto-grants-1990_10
Patentnummer
US04962100

Verknüpfte Notizen

Wird geladen…