Pyridine → 2-Bromo-4-propionamidothiazole

반응식

Br.[NH2:2][C:3]1[N:4]=[C:5]([Br:8])[S:6][CH:7]=1.N1C=C[CH:12]=[CH:11][CH:10]=1.C([O-])(=[O:17])C.[Na+]>C(OC(=O)CC)(=O)CC>[Br:8][C:5]1[S:6][CH:7]=[C:3]([NH:2][C:10](=[O:17])[CH2:11][CH3:12])[N:4]=1

참가 물질

실험 절차

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%).