Reaktion #54476

Reaktionsgleichung

4-Amino-2-bromothiazole hydrobromide

pyridine

sodium acetate

→

title compound

Ausbeute 11.9%

2-Bromo-4-propionamidothiazole

Ausbeute 11.9%

Lösungsmittel

propionic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintaining
2. 2
   Sonstigereaction temperature at 0° C. with an ice bath
3. 3
   workup.ADDITIONAfter the addition
4. 4
   workup.STIRRINGthe reaction mixture was stirred for 2 hours at room temperature
5. 5
   workup.STIRRINGstirred for 30 minutes
6. 6
   SonstigeThe precipitate was removed by filtration
7. 7
   Waschenwashed with water
8. 8
   Sonstigedried
9. 9
   Extraktionextracted with hexane, in a Soxhlet apparatus
10. 10
    TemperaturThe hexane was cooled
11. 11
    Sonstigethe crystals collected
12. 12
    Sonstigerecrystallised

Vorschrift

4-Amino-2-bromothiazole hydrobromide (6.5g) was suspended in propionic anhydride (25 ml.) with stirring; then treated with pyridine (12.5 ml.) over 15 minutes, maintaining reaction temperature at 0° C. with an ice bath. After the addition was complete, the reaction mixture was stirred for 2 hours at room temperature, then poured onto 20% aqueous sodium acetate (250 ml.) and stirred for 30 minutes. The precipitate was removed by filtration and washed with water. The solid was air dried and extracted with hexane, in a Soxhlet apparatus. The hexane was cooled and the crystals collected and recrystallised to give the title compound (2.8 g.) m.p. 122°-5° C. (Found: C, 31.1; H, 3.1; N, 11.9. C6H7BrN2OS requires C, 30.7; H, 3.0; N, 11.9%).

Quelle