2-Cyano-3-(3-methoxyphenyl)prop-2-enethioamide | 137451-60-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-Cyano-3-(3-methoxyphenyl)prop-2-enethioamide
• CAS: 137451-60-6
• 化学式: C₁₁H₁₀N₂OS
• 分子量: 218.279
• InChiKey: ZFBQIEHFBNWNAE-UHFFFAOYSA-N

物化性质

• 沸点：
  397.0±52.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  91.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Cyano-3-(3-methoxyphenyl)prop-2-enethioamide 以 乙醇 为溶剂， 生成 2-mercapto-4-(3-methoxyphenyl)-6-oxo-1,4,5,6-tetrahydropyridine-3-carbonitrile compound with 4-methylmorpholine (1:1)
  参考文献：
  名称：

  Design and Synthesis of Pyrido[2,1-b][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction

  摘要：

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.

  DOI：

  10.1021/co5000807
• 作为产物：
  描述：

  6-Amino-3,5-dicyano-2,4-bis-(3-methoxy-phenyl)-3,4-dihydro-2H-thiopyran-3-carbothioic acid amide 以 氘代二甲亚砜 为溶剂， 反应 48.0h， 生成 2-Cyano-3-(3-methoxyphenyl)prop-2-enethioamide
  参考文献：
  名称：

  Brunskill, John S. A.; De, Asish; Ewing, David F., Journal of the Chemical Society. Perkin transactions II, 1980, p. 4 - 7

  摘要：

  DOI：

文献信息

• Multicomponent Synthesis of Functionalized 2-Amino-4H-pyrans Initiated by the Knoevenagel Reaction
  作者：I. V. Dyachenko、V. D. Dyachenko、P. V. Dorovatovskii、V. N. Khrustalev、V. G. Nenajdenko

  DOI：10.1134/s1070428023020057

  日期：2023.2

  Abstract The multicomponent condensation of aldehydes, malononitrile derivatives, 1,3-dicarbonyl compounds of the carbo- and heterocyclic series, and alkyl halides has been studied. The transformation is initiated by the Knoevenagel reaction and leads to the formation of functionally substituted fused 2-amino-4H-pyrans. The structure of a few products was studied by X-ray diffraction (XRD) analysis

  摘要 已经研究了醛、丙二腈衍生物、碳环和杂环系列的 1,3-二羰基化合物以及卤代烷的多组分缩合。该转化由 Knoevenagel 反应启动，并导致形成功能取代的稠合 2-amino-4 H -pyrans。通过 X 射线衍射 (XRD) 分析研究了一些产品的结构。
• Elgemeie, Galal E. H.; Alnaimi, Ibrahim S.; Gawad, Mona A., Journal of Chemical Research, Miniprint, 1995, # 2, p. 424 - 433
  作者：Elgemeie, Galal E. H.、Alnaimi, Ibrahim S.、Gawad, Mona A.

  DOI：——

  日期：——
• Design and Synthesis of Pyrido[2,1-<i>b</i>][1,3,5]thiadiazine Library via Uncatalyzed Mannich-Type Reaction
  作者：Victor V. Dotsenko、Konstantin A. Frolov、Tatyana M. Pekhtereva、Olena S. Papaianina、Sergey Yu. Suykov、Sergey G. Krivokolysko

  DOI：10.1021/co5000807

  日期：2014.10.13

  This Research Article describes the synthesis of an over 700-member library of (8R/8S)-3-R-8-aryl-6-oxo-3,4,7,8-tetrahydro-2H,6H-pyrido[2,1-b][1,3,5]thiadiazin-9-carbonitriles by uncatalyzed Mannich-type reaction of N-methylmorpholinium (4R/4S)-4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridin-2-thiolates with a set of primary amines and excessive HCHO. The scope and limitations of the reaction were studied. Starting thiolates were obtained in yields of 53-82% by multicomponent reaction of aromatic aldehydes, cyanothioacetamide, 2,2-dimethyl-1,3-dioxane-4,6-dione (Meldrum's acid), and N-methylmorpholine, followed by heterocyclization of the resulting Michael adducts.
• Brunskill, John S. A.; De, Asish; Ewing, David F., Journal of the Chemical Society. Perkin transactions II, 1980, p. 4 - 7
  作者：Brunskill, John S. A.、De, Asish、Ewing, David F.

  DOI：——

  日期：——