6-(2,4dichlorobenzyl)-3-mercapto-triazin-5(4H)-one | 90723-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-(2,4dichlorobenzyl)-3-mercapto-triazin-5(4H)-one
• 英文别名: 6-[(2,4-dichlorophenyl)methyl]-3-sulfanylidene-2H-1,2,4-triazin-5-one
• CAS: 90723-87-8
• 化学式: C₁₀H₇Cl₂N₃OS
• 分子量: 288.157
• InChiKey: JTAQJVMHNYFMIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  85.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  α-bromo-(2,4-dichloro-5-fluoro)acetophenone 、 6-(2,4dichlorobenzyl)-3-mercapto-triazin-5(4H)-one 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 5.0h， 生成 3-((2-(2,4-dichloro-5-fluorophenyl)-2-oxoethyl)thio)-6-(2,4-dichlorobenzyl)-1,2,4-triazin-5(4H)-one
  参考文献：
  名称：

  Synthesis and antimicrobial studies of thiazolotriazinones

  摘要：

  A series of 6-substitutedphenyl thiazolo-1,2,4-triazinones (8) were obtained by the initial reaction of 6-substituted arylmethyl-3-mercapto-1,2,4-triazin-5-ones (5) with substituted phenacyl bromides (6) and further followed by PPA cyclization. The structures of the newly synthesized compounds were confirmed by IR, H-1 NMR, Mass and analytical data. Compounds 8a, 8e, 8f and 8h exhibited good antimicrobial activity. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.08.011
• 作为产物：
  描述：

  2,4-二氯苯甲醛 在 氢氧化钾 、 sodium acetate 、 乙酸酐 作用下， 以 水 为溶剂， 反应 10.0h， 生成 6-(2,4dichlorobenzyl)-3-mercapto-triazin-5(4H)-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

文献信息

• A convenient synthesis of novel 1,3-phenylene bridged<i>bis</i>-heterocyclic compounds
  作者：Hamdi M. Hassaneen、Ahmad S. Shawali、Fatma M. Saleh

  DOI：10.1080/17415993.2015.1126592

  日期：2016.5.3

  ABSTRACT Reactions of bis-hydrazonoyl bromide 1 with each of phenyl-5-arylidene-2-thioxo-thiazol-4-one, triazinethiones and 4,6-dimethyl-2,6-dioxocyclohexane-1-thiocarboxanilide as sulfur dipolarophilic reagents led to the formation of the hitherto unreported 1,3-phenylene bis-heterocycles 4, 8 and 10, respectively. The structures of the isolated products were established on the basis of their elemental

  摘要 双腙酰溴 1 与作为硫双极性试剂的苯基-5-亚芳基-2-硫代-噻唑-4-酮、三嗪硫酮和 4,6-二甲基-2,6-二氧代环己烷-1-硫代甲酰苯胺中的每一种的反应导致迄今为止未报道的 1,3-亚苯基双杂环 4、8 和 10 的形成。分离产物的结构是在元素和光谱分析的基础上建立的。讨论了所研究反应的机理和位点选择性。图形概要
• Synthesis and Antimicrobial Evaluation of Halogen-Containing Arylidene Thiazolo Triazinediones
  作者：Mari Sithambaram Karthikeyan、Manjathuru Mahalinga、Prakash Karegoundar、Boja Poojary、Bantwal Shivarama Holla

  DOI：10.1080/10426500902979917

  日期：2009.11.24

  A series of 7-substituted arylidene-1,3-thiazolo[2,3-c]-1,2,4-triazine-4,6-diones were synthesized in an one-pot multicomponent reaction of 6-arylmethyl-3-mercapto1,2,4- triazin-5-ones with substituted benzaldehydes and monochloroacetic acid in the presence of acetic anhydride, acetic acid, and sodium acetate. The structures of the new compounds were supported by IR, H-1 NMR, MS, and analytical data. All the new compounds were tested for their antibacterial and antifungal activity. Arylidene thiazolo triazinediones with 1,3-benzodioxolo substituent at seventh and p-chlorophenyl or 2,4-dichlorophenyl substituents at third displayed good antibacterial and antifungal activity. And also compound bearing 2,3,5-trimethoxyphenyl substituent at seventh and 2,4-dichlorophenyl substituent at third displayed good activity.
• 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.
• Synthesis and antimicrobial studies of thiazolotriazinones
  作者：Mari Sithambaram Karthikeyan

  DOI：10.1016/j.ejmech.2010.08.011

  日期：2010.11

  A series of 6-substitutedphenyl thiazolo-1,2,4-triazinones (8) were obtained by the initial reaction of 6-substituted arylmethyl-3-mercapto-1,2,4-triazin-5-ones (5) with substituted phenacyl bromides (6) and further followed by PPA cyclization. The structures of the newly synthesized compounds were confirmed by IR, H-1 NMR, Mass and analytical data. Compounds 8a, 8e, 8f and 8h exhibited good antimicrobial activity. (C) 2010 Elsevier Masson SAS. All rights reserved.