Réaction #63101

Équation de réaction

Sodium hydride

3-aminopropanethiol hydrochloride

2-[2-(2,2,2-Trifluoroethyl)guanidino]6-chloropyrazine

→

2-[2-(2,2,2-trifluoroethyl)guanidino]-6-(3-aminopropylthio)pyrazine

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températurethe mixture heated
2. 2
   Températureunder reflux on the steam bath overnight
3. 3
   TempératureThe mixture was cooled
4. 4
   Autreevaporated
5. 5
   workup.ADDITIONwater (10 ml.) added
6. 6
   Extractionthe mixture extracted with ethyl acetate
7. 7
   SéchageThe extracts were dried over magnesium sulphate
8. 8
   Filtrationfiltered
9. 9
   Autreevaporated
10. 10
    Autreto yield an oil, which
11. 11
    Autrewas chromatographed
12. 12
    Lavageeluting with methanol/methylene chloride/ammonia 10:40:1 v/v/v

Mode opératoire

Sodium hydride (50% w/w dispersion in oil; 0.57 g.) was added to ethanol (10 ml.) portionwise. To the resulting solution was added 3-aminopropanethiol hydrochloride (0.75 g.) and the mixture stirred at room temperature. 2-[2-(2,2,2-Trifluoroethyl)guanidino]6-chloropyrazine (0.5 g.) was added in one portion and the mixture heated under reflux on the steam bath overnight. The mixture was cooled, evaporated, water (10 ml.) added and the mixture extracted with ethyl acetate. The extracts were dried over magnesium sulphate, filtered and evaporated to yield an oil, which was chromatographed eluting with methanol/methylene chloride/ammonia 10:40:1 v/v/v to yield 2-[2-(2,2,2-trifluoroethyl)guanidino]-6-(3-aminopropylthio)pyrazine as a pale yellow solid (0.39 g.) which was used without further purification.

Source