tetrahydro-5-methyl-2-oxo-3-thiophenecarbonitrile | 133036-93-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: tetrahydro-5-methyl-2-oxo-3-thiophenecarbonitrile
• 英文别名: 3-cyano-5-methyl-4,5-dihydro-2(3H)-thiophenone；5-methyl-2-oxothiolane-3-carbonitrile
• CAS: 133036-93-8
• 化学式: C₆H₇NOS
• 分子量: 141.194
• InChiKey: GORBCTJSEGWDTA-UHFFFAOYSA-N

物化性质

• 沸点：
  325.9±35.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  9.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  40.86
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tetrahydro-5-methyl-2-oxo-3-thiophenecarbonitrile 在 吡啶 、 ammonium hydroxide 作用下， 反应 2.0h， 生成 2-benzamido-4,5-dihydro-5-methyl-3-thiophenecarboxamide
  参考文献：
  名称：

  Maruoka, Hiroshi; Yamagata, Kenji; Yamazaki, Motoyoshi, Heterocycles, 1990, vol. 31, # 11, p. 2011 - 2023

  摘要：

  DOI：
• 作为产物：
  描述：

  2-amino-4,5-dihydro-5-methyl-3-thiophenecarbonitrile 在 盐酸 作用下， 反应 0.5h， 以90%的产率得到tetrahydro-5-methyl-2-oxo-3-thiophenecarbonitrile
  参考文献：
  名称：

  Maruoka, Hiroshi; Yamagata, Kenji; Yamazaki, Motoyoshi, Heterocycles, 1990, vol. 31, # 11, p. 2011 - 2023

  摘要：

  DOI：

文献信息

• Corsaro, Antonino; Perrini, Giancarlo; Puglisi, Giovanni, Journal of Chemical Research, Miniprint, 1989, # 8, p. 1772 - 1789
  作者：Corsaro, Antonino、Perrini, Giancarlo、Puglisi, Giovanni、Purrello, Giovanni

  DOI：——

  日期：——
• Synthesis of Fused Thiopyranthione and Thiophene Derivatives from 4,5-Dihydro-3-thiophene(and -3-furan)carbonitriles Having an Active Methylene Group at C-2 Position
  作者：Hiroshi Maruoka、Fumi Okabe、Keishi Yamasaki、Eiichi Masumoto、Toshihiro Fujioka、Kenji Yamagata

  DOI：10.3987/com-09-11894

  日期：——

  A versatile strategy is described for the synthesis of new fused thiopyranthione and thiophene derivatives. The reaction of heterocyclic alpha,beta-unsaturated nitrites 3a-c, 4a-d, 5a-c, and 6a-d, which were prepared from tetrahydro-2-oxo-3-thiophene- and -3-furan-carbonitriles 1a-c and/or 2a-d and alkylidene phosphoranes such as (triphenylphosphoranylidene)acetonitrile and methyl (triphenylphosphoranylidene)acetate through Wittig reaction, with carbon disulfide in the presence of sodium hydride in THF gave the corresponding 6-thioxothieno[3,2-c]thiopyran and 6-thioxothiopyrano[4,3-b]furan derivatives 7a-c, 8a-d, 9a-c, and 10a-d. On the other hand, treatment of compounds 3a-c, 5a-c, and 6a-d with sulfur powder in the presence of triethylamine in methanol caused Gewald reaction to provide the corresponding thieno[3,4-b]thiophene and -furan derivatives 11a-c, 12a-c, and 13a-d.
• CORSARO, ANTONINO;PERRINI, GIANCARLO;PUGLISI, GIOVANNI;PURRELLO, GIOVANNI, J. CHEM. RES. (S),(1989) N, C. 246-247
  作者：CORSARO, ANTONINO、PERRINI, GIANCARLO、PUGLISI, GIOVANNI、PURRELLO, GIOVANNI

  DOI：——

  日期：——
• MARUOKA, HIROSHI;YAMAGATA, KENJI;YAMAZAKI, MOTOYOSHI, HETEROCYCLES, 31,(1990) N1, C. 2011-2023
  作者：MARUOKA, HIROSHI、YAMAGATA, KENJI、YAMAZAKI, MOTOYOSHI

  DOI：——

  日期：——