5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-dihydroxyprop-1-yl)-3-[(2,3-dihydroxyprop-1-yl)thio]-1,2,4-triazole | 1023019-00-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-dihydroxyprop-1-yl)-3-[(2,3-dihydroxyprop-1-yl)thio]-1,2,4-triazole
• CAS: 1023019-00-2
• 化学式: C₁₆H₁₈ClN₃O₄S₂
• 分子量: 415.922
• InChiKey: ZNIJJTOPGIOBCS-UHFFFAOYSA-N

物化性质

• 熔点：
  128-129 °C(Solvent: Ethanol)
• 沸点：
  772.7±70.0 °C(predicted)
• 密度：
  1.64±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.61
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  111.63
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-dihydroxyprop-1-yl)-3-[(2,3-dihydroxyprop-1-yl)thio]-1,2,4-triazole 、 乙酸酐 在 吡啶 作用下， 反应 24.0h， 以73%的产率得到5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-di-acetoxyprop-1-yl)-3-[(2,3-diacetoxyprop-1-yl)thio]-1,2,4-triazole
  参考文献：
  名称：

  Novel Regioselective Formation of S- and N-Hydroxyl-Alkyls of 5-(3-Chlorobenzo[b]Thien-2-yl)-3-Mercapto-4H-1,2,4-Triazole and A Facile Synthesis of Triazolo-Thiazoles and Thiazolo-Triazoles. Role of Catalyst and Microwave

  摘要：

  Regioselective alkylation of 5-(3-chlorobenzo[b]thien-2-yl)-4H-1,2,4-triazole (1) with hydroxy alkylating agents 2, 3, 13, and the 2,3-O-isopropylidene-1-O-(p-tolylsulfonyl)-glycerol (10) afforded the corresponding S-alkylated derivatives 6, 7, 11, and 14 under both conventional and microwave irradiation conditions; bentonite as a solid support gave better results, with no change in regioselectivity. A facile intramolecular dehydrative ring closure of 6, 7, 11, and 14 using K2CO3 in DMF afforded the corresponding fused triazolo-thiazines and thiazolo- triazole 17 - 19. The isopropylidenes and acetyl derivatives of the products were prepared.

  DOI：

  10.1080/15257770701426187
• 作为产物：
  描述：

  5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-O-isopropylidene-2,3-dihydroxyprop-1-yl)-3-[(2,3-O-isopropylidene-2,3-dihydroxyprop-1-yl)thio]-1,2,4-triazole 在 水 、 溶剂黄146 作用下， 反应 2.0h， 以65%的产率得到5-(3-chlorobenzo[b]thien-2-yl)-4-(2,3-dihydroxyprop-1-yl)-3-[(2,3-dihydroxyprop-1-yl)thio]-1,2,4-triazole
  参考文献：
  名称：

  Novel Regioselective Formation of S- and N-Hydroxyl-Alkyls of 5-(3-Chlorobenzo[b]Thien-2-yl)-3-Mercapto-4H-1,2,4-Triazole and A Facile Synthesis of Triazolo-Thiazoles and Thiazolo-Triazoles. Role of Catalyst and Microwave

  摘要：

  Regioselective alkylation of 5-(3-chlorobenzo[b]thien-2-yl)-4H-1,2,4-triazole (1) with hydroxy alkylating agents 2, 3, 13, and the 2,3-O-isopropylidene-1-O-(p-tolylsulfonyl)-glycerol (10) afforded the corresponding S-alkylated derivatives 6, 7, 11, and 14 under both conventional and microwave irradiation conditions; bentonite as a solid support gave better results, with no change in regioselectivity. A facile intramolecular dehydrative ring closure of 6, 7, 11, and 14 using K2CO3 in DMF afforded the corresponding fused triazolo-thiazines and thiazolo- triazole 17 - 19. The isopropylidenes and acetyl derivatives of the products were prepared.

  DOI：

  10.1080/15257770701426187