6-(3,4-methylenedioxybenzyl)-3-mercapto-triazin-5(4H)-one | 16562-28-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 6-(3,4-methylenedioxybenzyl)-3-mercapto-triazin-5(4H)-one
• 英文别名: 6-[(2H-1,3-benzodioxol-5-yl)methyl]-3-sulfanyl-1,2,4-triazin-5-ol；6-(1,3-benzodioxol-5-ylmethyl)-3-sulfanylidene-2H-1,2,4-triazin-5-one
• CAS: 16562-28-0
• 化学式: C₁₁H₉N₃O₃S
• 分子量: 263.277
• InChiKey: ATKLJSCKYYOCDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(2-硝基苯)呋喃醛 、 氯乙酸 、 6-(3,4-methylenedioxybenzyl)-3-mercapto-triazin-5(4H)-one 在 sodium acetate 、 乙酸酐 、 溶剂黄146 作用下， 以66%的产率得到4-(3,4-methylenedioxybenzyl)-5-oxo-7-(5-(2-nitrophenyl)-2-furylidene)-1,2,4-triazino-(3,4,-b)-thiazol-6-one
  参考文献：
  名称：

  A Novel Three‐Component Synthesis of Triazinothiazolones

  摘要：

  A series of 4-arylidene-2-methyloxazol-5-ones 1 were condensed with thiosemi-carbazide to yield 6-arylmethyl-3-mercapto-1,2,4-triazin-5-ones 2. The resulting mercapto triazinones 2 were condensed with monochloroacetic acid and 5-aryl-furan-2-carboxaldehydes 3 in a one-pot three-component reaction in the presence of acetic anhydride, acetic acid, and sodium acetate to yield 4-substituted-5oxo-7-(5-aryl-2-furfurylidene)-1,2,4-triazino[3,4-b]-thiazol-6-ones 4. Some of the newly synthesized compounds were tested for their antibacterial activity against Gram (+)ve and Gram (-)ve bacteria. The results of such studies are discussed in this paper.

  DOI：

  10.1081/scc-200048903
• 作为产物：
  描述：

  氨基硫脲 、 5-benzo[1,3]dioxol-5-ylmethyl-2-phenyl-oxazol-4-one 生成 6-(3,4-methylenedioxybenzyl)-3-mercapto-triazin-5(4H)-one
  参考文献：
  名称：

  Semonsky,M. et al., Collection of Czechoslovak Chemical Communications, 1967, vol. 32, # 12, p. 4439 - 4451

  摘要：

  DOI：

文献信息

• A Novel Three‐Component Synthesis of Triazinothiazolones
  作者：Bantval Shivarama Holla、Kani Veetil Malini、Balladka Kunhanna Sarojini、Boja Poojary

  DOI：10.1081/scc-200048903

  日期：2005.1.1

  A series of 4-arylidene-2-methyloxazol-5-ones 1 were condensed with thiosemi-carbazide to yield 6-arylmethyl-3-mercapto-1,2,4-triazin-5-ones 2. The resulting mercapto triazinones 2 were condensed with monochloroacetic acid and 5-aryl-furan-2-carboxaldehydes 3 in a one-pot three-component reaction in the presence of acetic anhydride, acetic acid, and sodium acetate to yield 4-substituted-5oxo-7-(5-aryl-2-furfurylidene)-1,2,4-triazino[3,4-b]-thiazol-6-ones 4. Some of the newly synthesized compounds were tested for their antibacterial activity against Gram (+)ve and Gram (-)ve bacteria. The results of such studies are discussed in this paper.
• Semonsky,M. et al., Collection of Czechoslovak Chemical Communications, 1967, vol. 32, # 12, p. 4439 - 4451
  作者：Semonsky,M. et al.

  DOI：——

  日期：——