Isopropanol → 2,5-Dichloro-4-(2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethenyl)-nitrobenzene

반응식

[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[CH:9][N:10]([CH3:12])[CH3:11])[C:5]([Cl:13])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15].[S:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([N:26]2[CH2:31]CNC[CH2:27]2)=[N:18]1.C(O)(C)C>C(O)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([CH:8]=[CH:9][N:10]2[CH2:12][CH2:27][N:26]([C:19]3[C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[S:17][N:18]=3)[CH2:31][CH2:11]2)[C:5]([Cl:13])=[CH:4][C:3]=1[N+:14]([O-:16])=[O:15]

참가 물질

실험 절차

2,5-Dichloro-4-(2-dimethylaminoethenyl)-nitrobenzene (15 g, 0.057 mol) and 4-(1,2-benzisothiazol-3-yl)-piperazine (18.9 g, 0.086 mol) were combined in acetic acid (150 ml) and stirred overnight at room temperature under a nitrogen atmosphere. The slurry was poured slowly into a mixture of hexanes (300 ml) and isopropanol (300 ml) with stirring. The product was isolated by filtration as a brick red solid and washed with hexanes. The yield was 23.4 g, 93%; mp 194°-5° C. NMR (CDCl3) δ 8.05 (s, 1), 7.95-7.80 (m, 2), 7.56-7.35 (m, 3), 7.01 (d, 1), 5.60 (d, 1), 3.95-3.46 (m, 8). Analysis Calculated for C19H16N4O2Cl2S: C, 52.41; H, 3.70; N, 12.87. Found: C, 52.05; H, 3.36; N, 12.58.