(E)-5-bromonicotinic acid [1-(4-chlorophenyl)methylidene]hydrazide | 1198081-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: (E)-5-bromonicotinic acid [1-(4-chlorophenyl)methylidene]hydrazide
• 英文别名: 5-bromo-N-[(E)-(4-chlorophenyl)methylideneamino]pyridine-3-carboxamide
• CAS: 1198081-97-8
• 化学式: C₁₃H₉BrClN₃O
• 分子量: 338.591
• InChiKey: BJWTUTHTTYKXSR-UBKPWBPPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-溴吡啶-3-甲酰肼 、 4-氯苯甲醛 以 甲醇 为溶剂， 反应 0.17h， 以81.7%的产率得到(E)-5-bromonicotinic acid [1-(4-chlorophenyl)methylidene]hydrazide
  参考文献：
  名称：

  Synthesis, Crystal Structure and Antibacterial Activity of 5-Bromonicotinic Acid [1-(4-Chlorophenyl)methylidene]hydrazide Monohydrate Methanol Solvate

  摘要：

  光谱、1H NMR和X射线单晶测定。该化合物在P-1三斜晶空间群中结晶，晶胞尺寸为a=6.9360(14)Å、b=10.070(2)Å、c=12.267(3)Å、α=84.39(3)°、β=86.10(3)°、γ=80.50(3)°、V=839.8(3)Ǻ3、Z=2、R1=0.0724和wR2=0.1720。X射线结构测定显示，该化合物相对于C=N双键或C-N单键具有反式构象。在晶体结构中，分子通过分子间O-H·N、O-H·O和C-H·O氢键连接，形成平行于ab平面的层。初步生物测试表明，该化合物具有优异的抗菌活性。5-溴烟酸[1-(4-氯苯基)亚甲基]酰肼一水合物甲醇溶剂化物，由5-溴烟酸酰肼与4-氯苯甲醛在甲醇溶液中的缩合反应合成，并通过元素分析、红外光谱、1H核磁共振和X射线单晶测定进行表

  DOI：

  10.1007/s10870-008-9501-0

文献信息

• Synthesis, Crystal Structure and Antibacterial Activity of 5-Bromonicotinic Acid [1-(4-Chlorophenyl)methylidene]hydrazide Monohydrate Methanol Solvate
  作者：Wen-Hui Li

  DOI：10.1007/s10870-008-9501-0

  日期：2009.6

  The compound 5-bromonicotinic acid [1-(4-chlorophenyl)methylidene]hydrazide monohydrate methanol solvate, derived from the condensation reaction of 5-bromonicotinic acid hydrazide with 4-chlorobenzaldehyde in a methanol solution, was synthesized and characterized by elemental analysis, IR spectrum, 1H NMR and X-ray single crystal determination. The compound crystallizes in the triclinic space group P − 1 with unit cell dimensions a = 6.9360(14) Å, b = 10.070(2) Å, c = 12.267(3) Å, α = 84.39(3)°, β = 86.10(3)°, γ = 80.50(3)°, V = 839.8(3) Ǻ3, Z = 2, R 1 = 0.0724, and wR 2 = 0.1720. X-ray structure determination reveals that the compound has a trans configuration with respect to the C=N double bond or C–N single bond. In the crystal structure, molecules are linked through intermolecular O–H···N, O–H···O, and C–H···O hydrogen bonds, forming layers parallel to the ab plane. The preliminary biological tests show that the compound has excellent antibacterial activity. The compound 5-bromonicotinic acid [1-(4-chlorophenyl)methylidene]hydrazide monohydrate methanol solvate, derived from the condensation reaction of 5-bromonicotinic acid hydrazide with 4-chlorobenzaldehyde in a methanol solution, was synthesized and characterized by elemental analysis, IR spectrum, 1H NMR and X-ray single crystal determination. The molecule of the compound has a trans configuration with respect to the C=N double bond or C–N single bond. In the crystal structure, molecules are linked through intermolecular O–H···N, O–H···O, and C–H···O hydrogen bonds, forming layers parallel to the ab plane. The preliminary biological tests show that the compound has excellent antibacterial activity.

  光谱、1H NMR和X射线单晶测定。该化合物在P-1三斜晶空间群中结晶，晶胞尺寸为a=6.9360(14)Å、b=10.070(2)Å、c=12.267(3)Å、α=84.39(3)°、β=86.10(3)°、γ=80.50(3)°、V=839.8(3)Ǻ3、Z=2、R1=0.0724和wR2=0.1720。X射线结构测定显示，该化合物相对于C=N双键或C-N单键具有反式构象。在晶体结构中，分子通过分子间O-H·N、O-H·O和C-H·O氢键连接，形成平行于ab平面的层。初步生物测试表明，该化合物具有优异的抗菌活性。5-溴烟酸[1-(4-氯苯基)亚甲基]酰肼一水合物甲醇溶剂化物，由5-溴烟酸酰肼与4-氯苯甲醛在甲醇溶液中的缩合反应合成，并通过元素分析、红外光谱、1H核磁共振和X射线单晶测定进行表