Chloroform → 2,5-dichloro-N'-[4-(octyloxy)benzoyl]benzohydrazide

반응식

[Cl:1][C:2]1[CH:10]=[C:9](Cl)[CH:8]=[CH:7][C:3]=1[C:4](Cl)=[O:5].[CH2:12]([O:20][C:21]1[CH:30]=[CH:29][C:24]([C:25]([NH:27][NH2:28])=[O:26])=[CH:23][CH:22]=1)[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C(N(CC)CC)C.C(Cl)(Cl)[Cl:39]>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:39])=[CH:7][C:3]=1[C:4]([NH:28][NH:27][C:25](=[O:26])[C:24]1[CH:29]=[CH:30][C:21]([O:20][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[CH:22][CH:23]=1)=[O:5]

참가 물질

반응물 4

HCID 6212Chloroform

HCID 8471Triethylamine

HCID 666452,4-Dichlorobenzoyl chloride

HCID 42815334-Octoxybenzoyl hydrazine

생성물 1

HCID 219820862,5-dichloro-N'-[4-(octyloxy)benzoyl]benzohydrazide

실험 절차

Under a blanket of nitrogen, 8.8 g (0.087 mol) 2,4-dichlorobenzoyl chloride was added to a solution of 23.0 g (0.087 mol) 4-octoxybenzoyl hydrazine and 12.13 ml (8.8 g, 0.087 mol) freshly distilled triethylamine in 348 ml dry chloroform. After about one hour of stirring a dense white precipitate of the required product was formed. Stirring was continued until the next day. The product was collected by filtration and recrystallized from ethanol/water to give 31 g (81.5% yield) of 2,5-dichloro-N′-[4-(octyloxy)benzoyl]benzohydrazide as a white solid.