tetrahydro-2-oxo-3-thiophenecarbonitrile | 133036-76-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: tetrahydro-2-oxo-3-thiophenecarbonitrile
• 英文别名: 2-Oxothiolane-3-carbonitrile
• CAS: 133036-76-7
• 化学式: C₅H₅NOS
• 分子量: 127.167
• InChiKey: OZPWGHDGYYXVNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  66.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  tetrahydro-2-oxo-3-thiophenecarbonitrile 在 ammonium hydroxide 作用下， 反应 1.0h， 以81%的产率得到2-氨基-4,5-二氢-3-噻吩甲酰胺
  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-3-cyano-4,5-dihydrothiophene 在 盐酸 作用下， 反应 0.5h， 以92%的产率得到tetrahydro-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

• Yamagata, Kenji; Hashimoto, Yoshichika; Yamazaki, Motoyoshi, Liebigs Annalen der Chemie, 1994, # 8, p. 791 - 794
  作者：Yamagata, Kenji、Hashimoto, Yoshichika、Yamazaki, Motoyoshi

  DOI：——

  日期：——
• An Efficient Synthetic Route towards Novel Furo- and Thieno-triazolopyridines
  作者：Hiroshi Maruoka、Kazuhiro Tomoike、Fumi Okabe、Eiichi Masumoto、Toshihiro Fujioka、Kenji Yamagata

  DOI：10.3987/com-14-12931

  日期：——

  An efficient method for the synthesis of novel nitrogen-containing heterotricycles is described. 4,5-Dihydro-3-furan- and -3-thiophene-carbonitriles la,b and 2a,b having an active methylene group at C-2 position served as the precursor of enamines 3a,b and 4a,b, which were followed by an exchange reaction of amines, such as acetohydrazide and benzohydrazide, and subsequent tandem intramolecular cyclization reaction to lead the corresponding furo- and thieno-triazolopyridines 5a,b, 6a,b, 7a,b, and 8a,b.
• 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.
• MARUOKA, HIROSHI;YAMAGATA, KENJI;YAMAZAKI, MOTOYOSHI, HETEROCYCLES, 31,(1990) N1, C. 2011-2023
  作者：MARUOKA, HIROSHI、YAMAGATA, KENJI、YAMAZAKI, MOTOYOSHI

  DOI：——

  日期：——
• Maruoka, Hiroshi; Yamagata, Kenji; Yamazaki, Motoyoshi, Heterocycles, 1990, vol. 31, # 11, p. 2011 - 2023
  作者：Maruoka, Hiroshi、Yamagata, Kenji、Yamazaki, Motoyoshi

  DOI：——

  日期：——