(5-bromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-methylamine | 1009640-89-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (5-bromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-methylamine
• 英文别名: 5-bromo-N-methyl-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-amine
• CAS: 1009640-89-4
• 化学式: C₁₁H₉BrN₄S
• 分子量: 309.189
• InChiKey: XVPLVIBDHVAHAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-bromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-methylamine 、 乙酸酐 反应 1.0h， 以72%的产率得到N-(5-bromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-N-methylacetamide
  参考文献：
  名称：

  Preparation of 5‐bromo‐6‐phenylimidazo[2,1‐b][1,3,4]thiadiazol‐2‐ylamines

  摘要：

  Abstractmagnified imageThe reaction of primary or secondary amines with 2,5‐dibromo‐6‐phenylimidazo[2,1‐b][1,3,4]‐thiadiazole (5) leads to a chemoselective replacement of the 2‐Br substituent. The process represents a convenient route to the corresponding 2‐ylamines 7a‐d. Hydrazine reacts in an analogous fashion (5 → 7e). The structure determinations are based on an X‐ray crystal structure analysis and on one‐ and two‐dimensional NMR measurements.

  DOI：

  10.1002/jhet.5570450138
• 作为产物：
  描述：

  2,5-dibromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazole 、 甲胺 以 甲醇 、 水 为溶剂， 反应 3.0h， 以78%的产率得到(5-bromo-6-phenylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)-methylamine
  参考文献：
  名称：

  Preparation of 5‐bromo‐6‐phenylimidazo[2,1‐b][1,3,4]thiadiazol‐2‐ylamines

  摘要：

  Abstractmagnified imageThe reaction of primary or secondary amines with 2,5‐dibromo‐6‐phenylimidazo[2,1‐b][1,3,4]‐thiadiazole (5) leads to a chemoselective replacement of the 2‐Br substituent. The process represents a convenient route to the corresponding 2‐ylamines 7a‐d. Hydrazine reacts in an analogous fashion (5 → 7e). The structure determinations are based on an X‐ray crystal structure analysis and on one‐ and two‐dimensional NMR measurements.

  DOI：

  10.1002/jhet.5570450138

文献信息

• Preparation of 5‐bromo‐6‐phenylimidazo[2,1‐<i>b</i>][1,3,4]thiadiazol‐2‐ylamines
  作者：Saifidin Safarov、Rahmonov Rahmon、Muhamacho Amadovich Kukaniev、Dieter Schollmeyer、Elena Karpuk、Herbert Meier

  DOI：10.1002/jhet.5570450138

  日期：2008.1

  Abstractmagnified imageThe reaction of primary or secondary amines with 2,5‐dibromo‐6‐phenylimidazo[2,1‐b][1,3,4]‐thiadiazole (5) leads to a chemoselective replacement of the 2‐Br substituent. The process represents a convenient route to the corresponding 2‐ylamines 7a‐d. Hydrazine reacts in an analogous fashion (5 → 7e). The structure determinations are based on an X‐ray crystal structure analysis and on one‐ and two‐dimensional NMR measurements.