3-cyano-5,5-dimethyl-2-hydrazo(γ-acetyl-α-cyano-β-methylcrotononitril-γ-ylideno)-7-oxocyclohexeno[b]thiophene | 1023272-51-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-cyano-5,5-dimethyl-2-hydrazo(γ-acetyl-α-cyano-β-methylcrotononitril-γ-ylideno)-7-oxocyclohexeno[b]thiophene
• 英文别名: 2-[3-[(3-cyano-5,5-dimethyl-7-oxo-4,6-dihydro-1-benzothiophen-2-yl)hydrazinylidene]-4-oxopentan-2-ylidene]propanedinitrile
• CAS: 1023272-51-6
• 化学式: C₁₉H₁₇N₅O₂S
• 分子量: 379.442
• InChiKey: XIARIMCVXUCYSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  27.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  129.9
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-cyano-5,5-dimethyl-2-hydrazo(γ-acetyl-α-cyano-β-methylcrotononitril-γ-ylideno)-7-oxocyclohexeno[b]thiophene 在 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以60%的产率得到3-acetyl-5-cyano-1-(3-cyano-5,5-dimethyl-7-oxocyclohexeno[b]thiophen-2-yl)-6-imino-4-methylpyridazine
  参考文献：
  名称：

  Uses of 2-Amino-3-cyano-5,5-dimethyl-7-oxocyclohexano[b]thiophene in Heterocyclic Synthesis

  摘要：

  The reaction of 2-diazo-3-cyano-5,5-dimethyl-7-oxocycloheneno-[b]thiophene (4) with the active methylene reagents 2, 5, 12a, or 12b gave the hydrazo derivatives 6a,b and 13ab, respectively. The reactivity of the latter products towards different reagents was studied to give pyrazole, pyridazine, 1,2,4-triazine, and thieno[3,4-d]pyridazine derivatives. The antimicrobial and antifungal activities of the newly synthesized products were measured against the three bacterial isolates (Bacillus Subtillis, Escherichia Coli, and Pseudomonas Aeruginosa) and the three fungal isolates (Candida Albicans, C Glabrata, and A. Fumigatus).

  DOI：

  10.1080/10426500701247052
• 作为产物：
  描述：

  2-amino-5,5-dimethyl-7-oxo-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile 在 盐酸 、 ammonium acetate 、 溶剂黄146 、 sodium nitrite 作用下， 以 苯 为溶剂， 反应 6.25h， 生成 3-cyano-5,5-dimethyl-2-hydrazo(γ-acetyl-α-cyano-β-methylcrotononitril-γ-ylideno)-7-oxocyclohexeno[b]thiophene
  参考文献：
  名称：

  Uses of 2-Amino-3-cyano-5,5-dimethyl-7-oxocyclohexano[b]thiophene in Heterocyclic Synthesis

  摘要：

  The reaction of 2-diazo-3-cyano-5,5-dimethyl-7-oxocycloheneno-[b]thiophene (4) with the active methylene reagents 2, 5, 12a, or 12b gave the hydrazo derivatives 6a,b and 13ab, respectively. The reactivity of the latter products towards different reagents was studied to give pyrazole, pyridazine, 1,2,4-triazine, and thieno[3,4-d]pyridazine derivatives. The antimicrobial and antifungal activities of the newly synthesized products were measured against the three bacterial isolates (Bacillus Subtillis, Escherichia Coli, and Pseudomonas Aeruginosa) and the three fungal isolates (Candida Albicans, C Glabrata, and A. Fumigatus).

  DOI：

  10.1080/10426500701247052

文献信息

• Uses of 2-Amino-3-cyano-5,5-dimethyl-7-oxocyclohexano[<i>b</i>]thiophene in Heterocyclic Synthesis
  作者：Wagnat W. Wardakhan、Adel M. Yousef、Faten I. Hamed

  DOI：10.1080/10426500701247052

  日期：2007.6.1

  The reaction of 2-diazo-3-cyano-5,5-dimethyl-7-oxocycloheneno-[b]thiophene (4) with the active methylene reagents 2, 5, 12a, or 12b gave the hydrazo derivatives 6a,b and 13ab, respectively. The reactivity of the latter products towards different reagents was studied to give pyrazole, pyridazine, 1,2,4-triazine, and thieno[3,4-d]pyridazine derivatives. The antimicrobial and antifungal activities of the newly synthesized products were measured against the three bacterial isolates (Bacillus Subtillis, Escherichia Coli, and Pseudomonas Aeruginosa) and the three fungal isolates (Candida Albicans, C Glabrata, and A. Fumigatus).