1,1-Dichloroethane → HCID 59631184、化合物
反応式
[C:1]([NH:4][NH:5][C:6](=[O:22])[C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[C:9]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH:8]=1)(=O)[CH3:2].CC[N+](S(N=C(OC)[O-])(=O)=O)(CC)CC.ClC(Cl)C>>[CH3:2][C:1]1[O:22][C:6]([C:7]2[CH:8]=[C:9]([N:16]3[CH2:17][CH2:18][O:19][CH2:20][CH2:21]3)[CH:10]=[C:11]([N+:13]([O-:15])=[O:14])[CH:12]=2)=[N:5][N:4]=1参加物
4
反応条件
- 温度
- 120 °C
実験手順
A 10 mL microwave vessel equipt with a stirbar was charged with N′-acetyl-3-morpholino-5-nitrobenzohydrazide (0.250 g, 0.811 mmol), Burgess reagent (0.97 g, 4.05 mmol), and dichloroethane (4 mL). The red solution was heated in a microwave at 120° C. for 20 minutes, then concd. The resulting residue was partitioned between EtOAc and water, and the organic layer washed with 1 N HCl, 1 N sodium hydroxide, and brine, then dried over magnesium sulfate and concd. This afforded a crude material that was purified by column chromatography (silica; 0-75% EtOAc in hexanes), providing 4-(3-(5-methyl-1,3,4-oxadiazol-2-yl)-5-nitrophenyl)morpholine as a yellow amorphous solid. Mass Spectrum (ESI) m/e=291.1 (M+1).