반응 #92417

반응 방정식

N-(3-bromo-5-nitrophenyl)acetamide

1,2,4-triazole

cesium carbonate

→

N-(3-nitro-5-(1H-1,2,4-triazol-1-yl)phenyl)acetamide

수율 86.0%

용매

DMF

반응 조건

후처리

1. 1
   기타The mixture was quenched
2. 2
   추출extracted as in Example 1(d)
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   기타the residue was purified by column chromatography (60-120 silica gel, 30% ethyl acetate in hexane)
5. 5
   기타to give the product in 86% yield (4.1 g)
6. 6
   기타248.0 [M+H]+ (rt: 0.257 min)

실험 절차

To a solution of N-(3-bromo-5-nitrophenyl)acetamide (5 g, 19.3 mmol) in DMF (50 ml) were added 1,2,4-triazole (3.3 g, 48.25 mmol, 2.5 eq.), copper(I) oxide (0.56 g, 3.86 mmol, 0.2 eq.) and cesium carbonate (12.5 g, 38.6 mmol, 2 eq.) and the mixture was heated at 90° C. for 48 h. The mixture was quenched and extracted as in Example 1(d). The solvent was distilled off and the residue was purified by column chromatography (60-120 silica gel, 30% ethyl acetate in hexane) to give the product in 86% yield (4.1 g). LC-MS (ESI): Calculated mass: 247.21; Observed mass: 248.0 [M+H]+ (rt: 0.257 min).

출처