2,6-diamino-4-(4-isopropylphenyl)-4H-thiopyran-3,5-dicarbonitrile

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,6-diamino-4-(4-isopropylphenyl)-4H-thiopyran-3,5-dicarbonitrile
• 英文别名: 2,6-diamino-4-(4-propan-2-ylphenyl)-4H-thiopyran-3,5-dicarbonitrile
• 化学式: C₁₆H₁₆N₄S
• mdl: MFCD00715806
• 分子量: 296.396
• InChiKey: OMCAVIWIRQSBCQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  21
• 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：
  125
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-diamino-4-(4-isopropylphenyl)-4H-thiopyran-3,5-dicarbonitrile 在 氢氧化钾 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 4-(4-isopropylphenyl)-2-phenylcarbamoylmethylsulfanyl-6,7-dihydro-5H-[1]pyrindine-3-carbonitrile
  参考文献：
  名称：

  Cross-recyclization of 4-aryl-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 1-morpholino-1-cyclopentene: New route to 4-aryl-2-thioxo-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitriles and their derivatives

  摘要：

  Reaction of 4-aryi-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 1-morpholino-4-cyclopentene led to the formation of 4-aryl-2-thioxo-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitriles used in the synthesis of substituted 2-alkylsulfanyl-4-aryl-6,7-dihydro-5H-[1]pyrindine-3-carbonitriles and 3-amino-4-aryl-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridines.

  DOI：

  10.1134/s1070428007020212
• 作为产物：
  描述：

  4-异丙基苯甲醛 、 丙二腈 在 正丙胺 、 二硫化碳 、 lithium perchlorate 作用下， 以 乙醇 为溶剂， 反应 0.43h， 以88%的产率得到2,6-diamino-4-(4-isopropylphenyl)-4H-thiopyran-3,5-dicarbonitrile
  参考文献：
  名称：

  方便的电催化多组分合成4 H-硫吡喃衍生物†

  摘要：

  通过芳族醛，丙二腈，二硫化碳和伯胺的缩合进行取代的4 H-硫吡喃的环境友好的合成。在高氯酸锂作为支持电解质的情况下，在室温下在不分格的电池中进行恒电位电合成。清洁合成，用电代替化学试剂和经济实惠是本协议的吸引人的特征。

  DOI：

  10.1039/c7nj01211j

文献信息

• Synthesis of 4-alkyl(aryl, hetaryl)-2-thioxo-5,6,7,8-tetrahydroquinoline-3-carbonitriles and their derivatives by cross-recyclization of 4-alkyl(aryl, hetaryl)-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1-yl)-morpholine, alkyl halides, and cyclohexanone
  作者：V. D. Dyachenko、A. D. Dyachenko

  DOI：10.1134/s1070428008030172

  日期：2008.3

  Cross recyclization of 4-substituted 2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 4-(cyclohex-1-en-1-yl)morpholine, alkyl halides, and cyclohexanone gave the corresponding substituted 2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitriles, 2-alkylsulfanyl-5,6,7,8-tetrahydroquinoline-3-carbonitriles, 3-amino-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamides, and 4-oxo-2,2-pentamethylene-1,2,3,4,7,8,9,10-octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinolines. The structure of 3-(4-bromophenyl)-2,2-pentamethylene-11-(2-thienyl)-1,2,3,4,7,8,9,10-octahydropyrimido[4′,5′:4,5]thieno[2,3-b]quinoline was proved by X-ray analysis.

  4-取代的2,6-二氨基-4H-噻吡啶-3,5-二腈与4-(环己烯-1-基)吗啉、烷基卤化物和环己酮进行交叉重环化反应，得到了相应的取代2-硫代-1,2,5,6,7,8-六氢喹啉-3-腈、2-烷基硫代-5,6,7,8-四氢喹啉-3-腈、3-氨基-5,6,7,8-四氢噻吡啶[2,3-b]喹啉-2-氨基甲酸酯，以及4-氧-2,2-戊五烯-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉。3-(4-溴苯基)-2,2-戊五烯-11-(2-噻吡啶基)-1,2,3,4,7,8,9,10-八氢嘧啶[4′,5′:4,5]噻吡啶[2,3-b]喹啉的结构通过X射线分析得到了证明。
• Synthesis of 2-Alkylsulfanyl-6-amino-4-aryl-5-cyanonicotinonitriles by Recyclization of 2,6-Diamino-4-aryl-3,5-dicyano-4Н-thiopyrans with Alkyl Halides
  作者：I. V. Dyachenko、V. D. Dyachenko、P. V. Dorovatovskii、V. N. Khrustalev、V. G. Nenaydenko

  DOI：10.1134/s1070428018110106

  日期：2018.11
• Cross-recyclization of 4-aryl-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 1-morpholino-1-cyclopentene: New route to 4-aryl-2-thioxo-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitriles and their derivatives
  作者：V. D. Dyachenko、A. D. Dyachenko

  DOI：10.1134/s1070428007020212

  日期：2007.2

  Reaction of 4-aryi-2,6-diamino-4H-thiopyran-3,5-dicarbonitriles with 1-morpholino-4-cyclopentene led to the formation of 4-aryl-2-thioxo-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitriles used in the synthesis of substituted 2-alkylsulfanyl-4-aryl-6,7-dihydro-5H-[1]pyrindine-3-carbonitriles and 3-amino-4-aryl-6,7-dihydro-5H-cyclopenta[b]thieno[3,2-e]pyridines.
• A convenient electro-catalyzed multicomponent synthesis of 4H-thiopyran derivatives
  作者：Rahul Dubey、Vinay K. Singh、Laxmi Kant Sharma、Abhishek Upadhyay、Narendra Kumar、Rana Krishna Pal Singh

  DOI：10.1039/c7nj01211j

  日期：——

  An environmentally benign synthesis of substituted 4H-thiopyrans was carried out by the condensation of aromatic aldehydes, malononitrile, carbon disulfide and primary amines. Constant potential electro synthesis was carried out in an undivided cell at room temperature in the presence of lithium perchlorate as a supporting electrolyte. Clean synthesis, use of electricity instead of chemical reagents

  通过芳族醛，丙二腈，二硫化碳和伯胺的缩合进行取代的4 H-硫吡喃的环境友好的合成。在高氯酸锂作为支持电解质的情况下，在室温下在不分格的电池中进行恒电位电合成。清洁合成，用电代替化学试剂和经济实惠是本协议的吸引人的特征。