The 1-azido-2-chloro-4-nitrobenzene was prepared by nucleophilic substitution between 2-chloro-4-nitro-1-(trifluoromethylsulfinyl)benzene and sodium azide, and its structure was characterized by NMR spectrum and X-ray...The 1-azido-2-chloro-4-nitrobenzene was prepared by nucleophilic substitution between 2-chloro-4-nitro-1-(trifluoromethylsulfinyl)benzene and sodium azide, and its structure was characterized by NMR spectrum and X-ray single-crystal diffraction. It crystallizes in the monoclinic system, space group P21/n, Z = 8 and Mr = 198.57. A cultivation process of the single crystal of unstable aryl azide was provided. The group of trifluoromethyl sulfinyl was found for the first time to be a new excellent leaving group of aromatic nucleophilic substitution reactions.展开更多
Two new Schiff bases based on 5-chloro-3-methyl-1-phenyl-1 H-pyrazole-4-carbaldehyde, namely, N-((5-chloro-3-methyl-1-phenyl-1 H-pyrazol-4-yl)methylene)-4-morpholinoaniline(Ⅲa) and N-((5-chloro-3-methyl-1-phenyl-1 H-...Two new Schiff bases based on 5-chloro-3-methyl-1-phenyl-1 H-pyrazole-4-carbaldehyde, namely, N-((5-chloro-3-methyl-1-phenyl-1 H-pyrazol-4-yl)methylene)-4-morpholinoaniline(Ⅲa) and N-((5-chloro-3-methyl-1-phenyl-1 H-pyrazol-4-yl)methylene)-3-fluoro-4-morpholinoaniline(Ⅲb), were synthesized and characterized by IR, LC-MS, 1 H NMR and 13 C NMR spectroscopy. Meanwhile, the three-dimensional configurations of the two title compounds were further characterized by single-crystal X-ray diffraction analyses. Both the compounds are thermodynamically stable trans-isomers. Moreover, the fluorescence properties and antioxidant activities against DPPH of the two target compounds have been investigated, and the results showed that the title compounds both have fluorescence performance and certain antioxidant activities against DPPH radical.展开更多
以丙二腈为原料,采用4个连续反应,得到3-氨基-4-氨基肟基呋咱(Ⅰ),经Sandmeyer反应生成3-氨基-4-酰氯肟基呋咱(Ⅱ),再与3-氯-4-氟苯胺反应得到吲哚胺2,3-双加氧酶抑制剂4-氨基-N-(3-氯-4-氟苯基)-N'-羟基-1,2,5-口恶二唑-3-甲脒(INC...以丙二腈为原料,采用4个连续反应,得到3-氨基-4-氨基肟基呋咱(Ⅰ),经Sandmeyer反应生成3-氨基-4-酰氯肟基呋咱(Ⅱ),再与3-氯-4-氟苯胺反应得到吲哚胺2,3-双加氧酶抑制剂4-氨基-N-(3-氯-4-氟苯基)-N'-羟基-1,2,5-口恶二唑-3-甲脒(INCB024360)。Ⅱ的工艺优化路线:在0℃下,加入化合物Ⅰ2.0 g,浓盐酸6.5 m L,Na NO20.96 g,Cu Cl 2.87 g,水8 m L,反应时间5 h;INCB024360的工艺优化路线:25℃下,加入反应物Ⅱ1.0 g,3-氯-4-氟苯胺1.58 g,三乙胺0.17 m L,无水乙醇25 m L,反应时间5 h。总产率从10.0%提高到43.1%,HPLC纯度为99.6%,其结构经1HMOL/LR,13CMOL/LR,MS表征。展开更多
文摘The 1-azido-2-chloro-4-nitrobenzene was prepared by nucleophilic substitution between 2-chloro-4-nitro-1-(trifluoromethylsulfinyl)benzene and sodium azide, and its structure was characterized by NMR spectrum and X-ray single-crystal diffraction. It crystallizes in the monoclinic system, space group P21/n, Z = 8 and Mr = 198.57. A cultivation process of the single crystal of unstable aryl azide was provided. The group of trifluoromethyl sulfinyl was found for the first time to be a new excellent leaving group of aromatic nucleophilic substitution reactions.
基金supported by the Jiangsu Province College Students’ Practice and Innovation Training Program(No.201810323007Z)
文摘Two new Schiff bases based on 5-chloro-3-methyl-1-phenyl-1 H-pyrazole-4-carbaldehyde, namely, N-((5-chloro-3-methyl-1-phenyl-1 H-pyrazol-4-yl)methylene)-4-morpholinoaniline(Ⅲa) and N-((5-chloro-3-methyl-1-phenyl-1 H-pyrazol-4-yl)methylene)-3-fluoro-4-morpholinoaniline(Ⅲb), were synthesized and characterized by IR, LC-MS, 1 H NMR and 13 C NMR spectroscopy. Meanwhile, the three-dimensional configurations of the two title compounds were further characterized by single-crystal X-ray diffraction analyses. Both the compounds are thermodynamically stable trans-isomers. Moreover, the fluorescence properties and antioxidant activities against DPPH of the two target compounds have been investigated, and the results showed that the title compounds both have fluorescence performance and certain antioxidant activities against DPPH radical.
文摘研究了4-氯-1-萘酚在多壁碳纳米管修饰电极上的电化学行为,提出了一种灵敏、简便的检测4-氯-1-萘酚的电化学方法.在pH7.0的磷酸盐缓冲溶液中,4-氯-1-萘酚在多壁碳纳米管修饰玻碳电极上出现一灵敏的氧化峰,峰电位位于0.62V.与裸玻碳电极相比,多壁碳纳米管修饰玻碳电极显著提高4-氯-1-萘酚的氧化峰电流.优化了底液pH、修饰剂用量、扫描速度、富集时间等测定参数.4-氯-1-萘酚浓度在4×10-8～2×10-5mol L范围内与峰电流呈线性关系,检出限1×10-8mol L.
文摘以丙二腈为原料,采用4个连续反应,得到3-氨基-4-氨基肟基呋咱(Ⅰ),经Sandmeyer反应生成3-氨基-4-酰氯肟基呋咱(Ⅱ),再与3-氯-4-氟苯胺反应得到吲哚胺2,3-双加氧酶抑制剂4-氨基-N-(3-氯-4-氟苯基)-N'-羟基-1,2,5-口恶二唑-3-甲脒(INCB024360)。Ⅱ的工艺优化路线:在0℃下,加入化合物Ⅰ2.0 g,浓盐酸6.5 m L,Na NO20.96 g,Cu Cl 2.87 g,水8 m L,反应时间5 h;INCB024360的工艺优化路线:25℃下,加入反应物Ⅱ1.0 g,3-氯-4-氟苯胺1.58 g,三乙胺0.17 m L,无水乙醇25 m L,反应时间5 h。总产率从10.0%提高到43.1%,HPLC纯度为99.6%,其结构经1HMOL/LR,13CMOL/LR,MS表征。
