2-cyanomethyl-5-phenyl-1,3,4-thiadiazole | 4552-35-6

• 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: 2-cyanomethyl-5-phenyl-1,3,4-thiadiazole
• 英文别名: 2-Cyanomethyl-5-phenyl-1,3,4-thiadiazol；(5-phenyl-[1,3,4]thiadiazol-2-yl)-acetonitrile；2-(5-Phenyl-1,3,4-thiadiazol-2-yl)acetonitrile
• CAS: 4552-35-6
• 化学式: C₁₀H₇N₃S
• 分子量: 201.252
• InChiKey: RAGGUUNNCKDMGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 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：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyanomethyl-5-phenyl-1,3,4-thiadiazole 在 盐酸 、 sodium hydroxide 、 三氟化硼乙醚 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 39.08h， 生成 2,6-Diethyl-7-hydroxy-3-(5-phenyl-[1,3,4]thiadiazol-2-yl)-chromen-4-one
  参考文献：
  名称：

  2-R-6-ethyl-7-hydroxy-3-(5-phenyl-1,3,4-thiadiazolyl-2)chromones

  摘要：

  DOI：

  10.1007/s10593-005-0102-y
• 作为产物：
  描述：

  N-Thiobenzoyl-phthalimid 、 氰乙酰肼 生成 2-cyanomethyl-5-phenyl-1,3,4-thiadiazole
  参考文献：
  名称：

  Eilingsfeld,H., Chemische Berichte, 1965, vol. 98, p. 1308 - 1321

  摘要：

  DOI：

文献信息

• 7-Hydroxy-3-phenoxy-8-formylchromones, analogs of natural flavonoids
  作者：T. V. Shokol、O. A. Lozinskii、T. M. Tkachuk、V. P. Khilya

  DOI：10.1007/s10600-009-9345-7

  日期：2009.5

  7-Hydroxy-3-phenoxy-8-formylchromones were synthesized using the Duff reaction and were reacted with 2,4-dinitrophenylhydrazine to produce hydrazones and with an excess of hydrazine hydrate to produce the pyrazole recyclization products. Derivatives of α-pyrono[2,3-f]chromones were synthesized using the Knoevenagel condensation with 2-azahetarylacetonitriles and the Perkin reaction.

  使用Duff反应合成了7-羟基-3-苯氧基-8-甲醛色酮，并将其与2,4-二硝基苯肼反应生成脒，与过量的水合肼反应生成吡唑环化产物。通过与2-氮杂环丙叉乙腈的Knoevenagel缩合反应和Perkin反应合成了α-吡咯啉[2,3-f]色酮的衍生物。
• Azaheterocyclic derivatives of α-pyrono[2,3-f]isoflavones
  作者：T. V. Shokol、V. A. Turov、V. V. Semenyuchenko、V. P. Khilya

  DOI：10.1007/s10600-006-0248-6

  日期：2006.11

  9-Azahetaryl-3-arylpyrano[2,3-f]chromen-4,8-diones were synthesized by condensation of 7-hydroxy-8-formylisoflavones with 2-azahetarylacetonitriles followed by acid hydrolysis.

  合成了9-氮杂杂环-3-芳基吡拉诺[2,3-f]色烯-4,8-二酮，方法是将7-羟基-8-甲酰基异黄酮与2-氮杂杂环乙腈缩合后进行酸性水解。
• COMPOUNDS WITH TERMINAL HETEROARYLCYANOVINYLENE GROUPS AND THEIR USE IN ORGANIC SOLAR CELLS
  申请人：BASF SE

  公开号：US20160248021A1

  公开（公告）日：2016-08-25

  The present invention relates to a photoactive material comprising a donor substance and an acceptor substance, wherein the donor substance comprises or consists of one or more compounds of formula (I) described herein, or the acceptor substance comprises or consists of one or more compounds of formula (I) described herein, or the donor sub stance comprises or consists of a first compound of formula (I) described herein and the acceptor substance comprises a second compound of formula (I) described herein with the proviso that the first and second compound are not the same, as well as to an organic solar cell comprising said photoactive material. The present invention also relates to a photoelectric conversion device comprising or consisting of two or more organic solar cells comprising said photoactive material and to compounds of formula (I) as described herein for use as donor substance or as acceptor substance in a photoactive material. Further, the present invention relates to the use of a compound of formula (III) as described herein in the synthesis of a compound of formula (I) as described herein.

  本发明涉及一种光活性材料，包括给体物质和受体物质，其中，给体物质包括或由本文所述的一个或多个式(I)化合物组成，或受体物质包括或由本文所述的一个或多个式(I)化合物组成，或给体物质由本文所述的第一种式(I)化合物组成或构成，受体物质由本文所述的第二种式(I)化合物组成，但第一和第二种化合物不相同。此外，本发明还涉及包含该光活性材料的有机太阳能电池，以及由该光活性材料组成的两个或更多有机太阳能电池的光电转换装置。本发明还涉及用于光活性材料中的给体物质或受体物质的式(I)化合物，以及本文所述的式(III)化合物在合成本文所述的式(I)化合物中的使用。
• 4H,8H-Pyrano[2,3-f]chromene-4,8-diones as versatile precursors for the synthesis of 6-(1,2-oxazol-5-yl)-2H-chromene-2-ones
  作者：Oleg A. Lozinski、Tatyana V. Shokol、Vladimir P. Khilya

  DOI：10.1007/s00706-012-0844-z

  日期：2013.2

  An efficient and versatile synthesis of 3-azolyl-6-(1,2-oxazol-5-yl)-2H-chromene-2-ones using a Knoevenagel reaction and subsequent cleavage with hydroxylamine hydrochloride is described.
• Synthesis of 9-azolyl-3-(4-phenyl-4h-1,2,4-triazol-3-yl)-4h,8h-pyrano-[2,3-f]chromene-4,8-diones
  作者：T. V. Shokol、O. A. Lozinskii、A. V. Turov、V. P. Khilya

  DOI：10.1007/s10593-009-0402-8

  日期：2009.9

  The reaction of 6-ethyl-8-formyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl) chromone with 2-azolylacetonitriles gave 8-iminopyrano[ 2,3-f] chromen-4-ones, whose acid hydrolysis led to pyrano[2,3-f] chromene-4,8-diones containing azaheterocyclic substituents at C-3 and C-9.