2-methyl-5-phenylthiazolecarbohydrazide | 139156-69-7

• 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-methyl-5-phenylthiazolecarbohydrazide
• 英文别名: Thiazole-4-carboxylic acid, 2-methyl-5-phenyl-, hydrazide；2-methyl-5-phenyl-1,3-thiazole-4-carbohydrazide
• CAS: 139156-69-7
• 化学式: C₁₁H₁₁N₃OS
• 分子量: 233.294
• InChiKey: ZSVWXAGRMNHPHM-UHFFFAOYSA-N

物化性质

• 密度：
  1.287±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 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-methyl-5-phenylthiazolecarbohydrazide 在 sodium nitrite 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 以85%的产率得到N,N'-bis(2-methyl-5-phenyl)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-methyl-5-phenylthiazolecarbohydrazide
  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

• 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).
• Synthesis of novel thiazoles bearing hydrazine, thiosemicarbazide, thiazole, and thiazolidinone moieties
  作者：V. A. Mamedov、I. A. Nuretdinov、F. G. Sibgatullina

  DOI：10.1007/bf00959725

  日期：1991.12

  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).
• Synthesis and mass spectral study of N,N?-bis(2-R-5-phenyl)thiazolylureas
  作者：V. A. Mamedov、I. Kh. Rizvanov、I. A. Nuretdinov、Yu. Ya. Efremov

  DOI：10.1007/bf01169646

  日期：1994.7