5-(3-chlorobenzo[b]thien-2-yl)-3-[(2,3-O-isopropylidene-2,3-dihydroxypropyl)thio]-4H-1,2,4-triazole | 1023018-95-2

• 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)-3-[(2,3-O-isopropylidene-2,3-dihydroxypropyl)thio]-4H-1,2,4-triazole
• CAS: 1023018-95-2
• 化学式: C₁₆H₁₆ClN₃O₂S₂
• 分子量: 381.907
• InChiKey: JEXQPECTMTYPOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  60.03
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-(3-chlorobenzo[b]thien-2-yl)-3-[(2,3-O-isopropylidene-2,3-dihydroxypropyl)thio]-4H-1,2,4-triazole 在 水 、 溶剂黄146 作用下， 反应 2.0h， 以67%的产率得到5-(3-chlorobenzo[b]thien-2-yl)-3-[(2,3-dihydroxyprop-1-yl)thio]-4H-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)-4H-1,2,4-triazole-3-thiol 、 2,2-二甲基-1,3-二氧环戊基-4-甲醇对甲基苯磺酸酯 在 bentonite 作用下， 反应 0.05h， 以88%的产率得到5-(3-chlorobenzo[b]thien-2-yl)-3-[(2,3-O-isopropylidene-2,3-dihydroxypropyl)thio]-4H-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