4-oxo-6-(4-methoxyphenyl)-2-thioxohexahydropyrimidine-5-carbonitrile | 81585-31-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-oxo-6-(4-methoxyphenyl)-2-thioxohexahydropyrimidine-5-carbonitrile
• 英文别名: 6-p-anisyl-5-cyano-2-thioxo-hexahydropyrimidin-4-one；4-(4-Methoxyphenyl)-6-oxo-2-thioxohexahydropyrimidine-5-carbonitrile；4-(4-methoxyphenyl)-6-oxo-2-sulfanylidene-1,3-diazinane-5-carbonitrile
• CAS: 81585-31-1
• 化学式: C₁₂H₁₁N₃O₂S
• mdl: MFCD00649920
• 分子量: 261.304
• InChiKey: HVRZSNNECMTIES-UHFFFAOYSA-N

物化性质

• 熔点：
  226-228 °C(Solv: ethanol (64-17-5))
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-oxo-6-(4-methoxyphenyl)-2-thioxohexahydropyrimidine-5-carbonitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以43%的产率得到5-cyano-4-oxo-6-(4-methoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine
  参考文献：
  名称：

  Navio, Jose L. Garcia; Lorente, Antonio; Soto, Jose L., Heterocycles, 1982, vol. 19, # 2, p. 305 - 311

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl (2E)-2-cyano-3-(4-methoxyphenyl)acrylate 、 硫脲 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以50%的产率得到4-oxo-6-(4-methoxyphenyl)-2-thioxohexahydropyrimidine-5-carbonitrile
  参考文献：
  名称：

  Navio, Jose L. Garcia; Lorente, Antonio; Soto, Jose L., Heterocycles, 1982, vol. 19, # 2, p. 305 - 311

  摘要：

  DOI：

文献信息

• Synthesis of Some New Pyrimidine and Pyrimido[4,5-d]pyrimidine Derivatives
  作者：Ahmed A. Fadda、Ehab Abd El-Latif、Samir Bondock、Ahmed Samir

  DOI：10.1080/00397910802326596

  日期：2008.11.13

  Abstract A convenient synthesis of a series of pyrimidine carbonitrile, thiopyrimidine, and pyrimidopyrimidine derivatives, via the reactions of the versatile, readily accessible 6-aryl-4-oxo-2-thioxo-hexahydro-pyrimidine-5-carbonitrile with the appropriate reagents, is described.

  摘要 通过通用的、易于获得的 6-aryl-4-oxo-2-thioxo-hexahydro-pyrimidine-5-carbonitrile 与适当的试剂反应，方便地合成一系列嘧啶腈、硫代嘧啶和嘧啶并嘧啶衍生物，被描述。
• SYNTHESIS AND INSECTICIDAL ACTIVITY OF NOVEL ACRYLONITRILE DERIVATIVES
  作者：Sayed Ahmed Shiba

  DOI：10.1080/10426509608046408

  日期：1996.7.1

  (E)-3-p-Anisyl-2-cyano-2-propenoyl chloride and/or azide (1b and c) underwent successful nucleophilic displacement reactions, with urea and thiourea derivatives to give the mono- or di- displacement products (4, 8, 2 and 5) respectively, beside other cyclic products (3 and 6); with aromatic binucleophilies e.g. o-phenylene diamine, the expected di-displacement products (12 and 13) were obtained while with 2-aminophenol a mixture of two mono-displacement products (15 and 16) were isolated.

  (E)-3-安息香基团-O-亚硝基-2-丙二烯酰基-1,2-二氯乙二烯酸氯化物和亚硝基氯化物(1b和c)在亲核取代反应中表现良好，分别与尿酸和硫尿酸衍生物结合，生成了单取代或双取代产物(4、8、2和5)，此外还生成了外加其他环状产物(3和6)。使用如o-苯氧基二胺这样的二取代试剂，预期生成了双取代产物12和13，而使用2-氨基苯酚则生成了两种单取代产物的混合物15和16。
• Synthesis and Antimicrobial Activity of Thioxopyrimidines and Related Derivatives
  作者：Ahmed M. El-Agrody、Fawzy M. Ali、Fathy A. Eid、Mohammed A. A. El-Nassag、Gamal El-Sherbeny、Ahmed H. Bedair

  DOI：10.1080/10426500500272087

  日期：2006.4.1

  The interaction of thiourea with activated cyanoolefins under different reaction conditions were studied, in which a variety of thiopyrimidines (8, 9, 12, 18, 20, & 21) and related derivatives (10, 11, 14, 16, & 17) were obtained respectively. Also, the reactions of thiopyrimidines (8, 9) with different electrophilic and nucleophilic reagents were reported. IR, H-1 NMR, C-13 NMR and mass spectra for the newly synthesized compounds were studied. Most of the obtained compounds were screened against Gram-postive and Gram-negative bacteria and fungi, for which some of these derivatives gave promising results.
• Li, Ji-Tai; Han, Jun-Fen; Li, Tong-Shuang, Journal of Chemical Research, 2004, # 2, p. 160 - 162
  作者：Li, Ji-Tai、Han, Jun-Fen、Li, Tong-Shuang

  DOI：——

  日期：——
• CARCIA, NAVIO, J. L.;LORENTE, A.;SOTO, J. L., HETEROCYCLES, 1982, 19, N 2, 305-311
  作者：CARCIA, NAVIO, J. L.、LORENTE, A.、SOTO, J. L.

  DOI：——

  日期：——