2,3,7-Trimethyl-4,5-diphenyl-thieno<3,2-b><6aλ⁴>thia<1,6>diazapentalen | 119835-68-6

• 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: 2,3,7-Trimethyl-4,5-diphenyl-thieno<3,2-b><6aλ⁴>thia<1,6>diazapentalen
• 英文别名: 2,3,7-Trimethyl-4,5-diphenylthieno<3,2-b>-6a-thia(S^IV)-1,6-diazapentalene；2,3,7-Trimethyl-4,5-diphenylthieno[3,2-b]-6a-thia(S^IV)-1,6-diazapentalene；4,5,11-trimethyl-7,9-diphenyl-3,8λ4-dithia-7,9-diazatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,10-tetraene
• CAS: 119835-68-6
• 化学式: C₂₂H₂₀N₂S₂
• 分子量: 376.546
• InChiKey: RYNWPDQOVPBZDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.56
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  (Z/E)-2-methyl-3-thiocyanato-2-butenal 在 二环己胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 0.33h， 生成 2,3,7-Trimethyl-4,5-diphenyl-thieno<3,2-b><6aλ⁴>thia<1,6>diazapentalen
  参考文献：
  名称：

  Thienoanellierte 6a?4-Thia-1,6-diazapentalene durch baseninduzierte Dimerisierung von 5-Methyl-isothiazoliumsalzen

  摘要：

  Isothiazolium salts 2 and 3 are easily available by reaction of (Z/E)-beta-thiocyanatovinyl aldehydes with primary aliphatic and aromatic amines in acetic acid or with aromatic amine hydrochlorides, respectively. Preparative advantages of this reaction are demonstrated and discussed. Reaction of 3 with secondary amines results in an unexpected formation of 6a-lambda-4-thia-1,6-diazapentalenes 5, a new typ of thiadiazapentalenes anellated with a heterocyclic ring system. The structure of 5 was evidenced by IR, UV, H-1-, C-13-n.m.r. spectral data and supported by elemental analysis. By means of N-15- and C-13-n.m.r. spectroscopy the synthesized thiadiazapentalenes were found to be stable towards protonation.

  DOI：

  10.1002/prac.19923340105

文献信息

• Nitrogen-15 NMR, 2D NMR and ESCA characterization of a new stable 6a-thia(SIV)-1,6-diazapentalene
  作者：Lutz Weber、Rüdiger Szargan、Bärbel Schulze、Manfred Mühlstädt

  DOI：10.1002/mrc.1260280507

  日期：1990.5

  2‐methyl‐3‐thiocyanatocrotonaldehyde with aniline hydrochloride and subsequent addition of dicyclohexylamine afforded a new 6a‐thia(SIV)‐1,6‐diazapentalene. The presence of the NSN bond was verified through the N 1s and S 2p binding energies and the nitrogen‐nitrogen coupling constant in the doubly 15N‐labelled compound, prepared by using [15N]aniline hydrochloride.

  2-甲基-3-硫氰基巴豆醛与盐酸苯胺反应，随后加入二环己胺，得到新的 6a-硫杂 (SIV)-1,6-二氮杂戊烯。NSN键的存在是通过使用[15N]苯胺盐酸盐制备的双15N标记化合物中的N 1s和S 2p结合能和氮-氮偶联常数来验证的。
• Schulze, Baerbel; Hilbig, Jens; Weber, Lutz, Zeitschrift fur Chemie, 1988, vol. 28, # 8, p. 287 - 288
  作者：Schulze, Baerbel、Hilbig, Jens、Weber, Lutz、Rosenbaum, Karen、Muehlstaedt, Manfred

  DOI：——

  日期：——
• SCHULZE, BARBEL;HILBIG, JENS;WEBER, LUTZ;MUHLSTADT, MANFRED;KIRSTEN, GISE+
  作者：SCHULZE, BARBEL、HILBIG, JENS、WEBER, LUTZ、MUHLSTADT, MANFRED、KIRSTEN, GISE+

  DOI：——

  日期：——
• SCHULZE, BARBEL;HILBING, JENS;WEBER, LUTZ;ROSENBAUM, KAREN;MUHLSTADT, MAN+, Z. CHEM., 28,(1988) N 8, C. 287-288
  作者：SCHULZE, BARBEL、HILBING, JENS、WEBER, LUTZ、ROSENBAUM, KAREN、MUHLSTADT, MAN+

  DOI：——

  日期：——