2,5-diphenylthiazole-4-carboxylic acid hydrazide | 139156-70-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2,5-diphenylthiazole-4-carboxylic acid hydrazide
• 英文别名: 2,5-diphenylthiazolecarbohydrazide；2,5-Diphenyl-1,3-thiazole-4-carbohydrazide
• CAS: 139156-70-0
• 化学式: C₁₆H₁₃N₃OS
• 分子量: 295.365
• InChiKey: SQNWYVPMKFHRRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-diphenylthiazole-4-carboxylic acid hydrazide 在 sodium nitrite 作用下， 以 溶剂黄146 、 三氟乙酸 为溶剂， 反应 0.5h， 以91%的产率得到N,N'-bis(2,5-diphenyl)thiazolylurea
  参考文献：
  名称：

  N，N'-双（2-R-5-苯基）噻唑基脲的合成及质谱研究

  摘要：

  DOI：

  10.1007/bf01169646
• 作为产物：
  描述：

  methyl 3-phenyl-3-chloro-2-ketopropionate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 8.0h， 生成 2,5-diphenylthiazole-4-carboxylic acid hydrazide
  参考文献：
  名称：

  Synthesis of novel thiazoles bearing hydrazine, thiosemicarbazide, thiazole, and thiazolidinone moieties

  摘要：

  Thiazolecarboxylate esters (I) and (II) react with hydrazine hydrate to give the acid hydrazides (III) and (IV), which then react with KSCN and PhNCS to give high yields of the thiosemicarbazides (V) (VIII). Cyclocondensation of the thiosemicarbazide (V) with 3-phenyl-3-chloro-2-oxopropionic acid derivatives gives compounds with two thiazole moieties (IX)-(XIV). The reaction of the phenylthiosemicarbazides (VII) and (VIII) with chloroacetyl chloride and (or) chloroacetic acid affords the thiazolidinonethiazoles (XV) and (XVI).

  DOI：

  10.1007/bf00959725

文献信息

• Fused polycyclic nitrogen-containing heterocycles 14. Intramolecular cyclization of 4-azidocarbonyl-2,5-diphenylthiazole. New route to isoquinoline derivatives
  作者：V. A. Mamedov、I. Z. Nurkhametova、A. T. Gubaidullin、I. Kh. Rizvanov、I. A. Litvinov、Ya. A. Levin

  DOI：10.1007/s11172-005-0271-y

  日期：2005.2

  Thermolysis of 2,5-diphenylthiazole-4-carboxylic acid azide is accompanied by intramolecular cyclization to form 2-phenyl-4-H-thiazolo[4,5-c]isoquinolin-5-one through intermediate 2,5-diphenylthiazol-4-yl isocyanate.

  2,5-二苯基噻唑-4-羧酸叠氮化物的热解伴随分子内环化通过中间体2,5-二苯基噻唑-4形成2-苯基-4-H-噻唑并[4,5-c]异喹啉-5-酮-异氰酸酯。
• Synthesis of novel heterocycles from thiazolecarbohydrazides
  作者：V. A. Mamedov、I. A. Nuretdinov、F. G. Sibgatullina

  DOI：10.1007/bf00863079

  日期：1992.3

  Cyclization of 2-methyl (or -phenyl)-5-phenylthiazole-4-carbohydrazides (1) and (2) under various conditions gives differing oxadiazoles: 2-(2'-substituted-5'-phenyl-4'-thiazolyl)-1,3,4-oxadiazole-5-thiones (7) and (8), and 2-(2'-substituted-5'-phenyl-4'-thiazolyl)-1,3,4-oxadiazoles (9) and (10). Cyclodehydration of thiazolecarbonyl-thiosemicarbazides (3)-(6) with NaOH gives the 3-(2'-substituted-5'-phenyl-4'-thiazolyl)-4-substituted-4H-5-mercapto-1,2,4-triazoles (11)-(14), while H3PO4 gives the 2-(2'-substituted-5-phenyl-4'-thiazolyl)-5-phenylamino-1,3,4-thiadiazoles (15) and (16).