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Synthesis of Dichlorobenzamide Derivatives: Crystal Structures of 3,5-Dichloro-N-(2-chlorophenyl)benzamide and 3,5-Dichloro-N-(4-chlorophenyl)benzamide
Journal of Chemical Crystallography ( IF 0.8 ) Pub Date : 2020-02-04 , DOI: 10.1007/s10870-020-00822-9
Jun Zhang , Yue Li , Bei Wang , Ai-Quan Jia , Qian-Feng Zhang

Reactions of 3,5-dichlorobenzoyl chloride and arylamine compounds in N,N′-dimethylformamide solution at 60 °C afforded a series of dichlorobenzamide derivatives 4–14 in good yields. These new compounds and accompanying intermediates were characterized and confirmed by nuclear magnetic resonance and infrared spectroscopy, of which structures of compounds 4 and 6 were established by X-ray crystallography. Compound 4 crystallizes in triclinic space group Pī, with a = 5.047 (18), b = 10.28 (4), c = 13.36 (5) Å, α = 107.59 (5)°, β = 93.55 (5)°, γ = 98.34 (5)°, and Z = 2. The unit cell of 6 has a monoclinic Pn symmetry with the cell parameters a = 9.581 (3), b = 12.217 (4), c = 11.072 (3) Å, β = 92.584 (4)°, and Z = 4. A series of 3,5-dichlorobenzamide compounds were synthesized from reactions of arylamine compounds with 3,5-dichlorobenzoyl chloride, which was prepared from 3,5-dichlorobenzonitrile.

中文翻译:

二氯苯甲酰胺衍生物的合成:3,5-二氯-N-(2-氯苯基)苯甲酰胺和3,5-二氯-N-(4-氯苯基)苯甲酰胺的晶体结构

3,5-二氯苯甲酰氯和芳胺化合物在 N,N'-二甲基甲酰胺溶液中在 60 °C 下反应,以良好的收率得到了一系列二氯苯甲酰胺衍生物 4-14。这些新化合物及其伴随的中间体通过核磁共振和红外光谱进行了表征和确认,其中化合物4和6的结构通过X射线晶体学确定。化合物4在三斜空间群Pī中结晶,a = 5.047 (18), b = 10.28 (4), c = 13.36 (5) Å, α = 107.59 (5)°, β = 93.55 (5)°, γ = 98.34 (5)°,Z = 2。6 的晶胞具有单斜 Pn 对称性,晶胞参数 a = 9.581 (3), b = 12.217 (4), c = 11.072 (3) Å, β = 92.584 (4)°,Z = 4。芳胺化合物与3,5-二氯苯甲酰氯反应合成了一系列3,5-二氯苯甲酰胺化合物,
更新日期:2020-02-04
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