5-(4-dimethylaminobenzylidene)-2-cyanomethylene-4-oxotetrahydrothiazole | 36946-77-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-(4-dimethylaminobenzylidene)-2-cyanomethylene-4-oxotetrahydrothiazole
• 英文别名: 5-p-Dimethylaminobenzyliden-2-imino-4-thiazolidinon；2-amino-5-(4-dimethylamino-benzylidene)-thiazol-4-one；5-[[4-(Dimethylamino)phenyl]methylidene]-2-imino-1,3-thiazolidin-4-one
• CAS: 36946-77-7
• 化学式: C₁₂H₁₃N₃OS
• 分子量: 247.321
• InChiKey: QRJLWJBAVGYHDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-dimethylaminobenzylidene)-2-cyanomethylene-4-oxotetrahydrothiazole 在 哌啶 、 吡啶 、 乙酸酐 作用下， 生成 6-benzylidene-2-(4-dimethylamino-benzylidene)-6H-imidazo[2,1-b]thiazole-3,5-dione
  参考文献：
  名称：

  Harhash,A.H. et al., Indian Journal of Chemistry, 1975, vol. 13, p. 238 - 240

  摘要：

  DOI：
• 作为产物：
  描述：

  假硫代乙内酰脲 、 对二甲氨基苯甲醛 在 sodium acetate 、 溶剂黄146 作用下， 反应 0.17h， 以83%的产率得到5-(4-dimethylaminobenzylidene)-2-cyanomethylene-4-oxotetrahydrothiazole
  参考文献：
  名称：

  A Facile Synthesis of 5-Arylidene-2-imino-4-thiazolidinones Under Microwave Irradiation

  摘要：

  A series of 5-arylidene-2-imino-4-thiazolidinone derivatives were synthesized by the cross-aldol condensation of aromatic aldehydes with 2-imino-4-thiazolidinone in sodium acetate/acetic acid under microwave irradiation. The reactions were completed in 10min with 63-91% yields, were environmental benign, and had easy workup.

  DOI：

  10.1080/00397910802323072

文献信息

• El-Shafei, Ahmed K.; El-Sayed, Ahmed M.; Abdel-Ghany, Hossam, Gazzetta Chimica Italiana, 1990, vol. 120, # 3, p. 193 - 195
  作者：El-Shafei, Ahmed K.、El-Sayed, Ahmed M.、Abdel-Ghany, Hossam、El-Saghier, Ahmed M.

  DOI：——

  日期：——
• Heterophase N-aminomethylation of 5-arylidenepseudothiohydantoins by arylamines and aqueous formaldehyde in aromatic solvents: Effect of substituents in the heterocyclic substrate and the aryl amine on the efficiency of the process
  作者：S. M. Ramsh、N. L. Medvedskiy、S. O. Uryupov

  DOI：10.1007/s10593-006-0185-0

  日期：2006.7
• Harhash,A.H. et al., Indian Journal of Chemistry, 1975, vol. 13, p. 238 - 240
  作者：Harhash,A.H. et al.

  DOI：——

  日期：——
• A Facile Synthesis of 5-Arylidene-2-imino-4-thiazolidinones Under Microwave Irradiation
  作者：Jian-Feng Zhou、Xiao-Jun Sun、Feng-Xia Zhu、Yan-Lun Li、Gui-Xia Gong

  DOI：10.1080/00397910802323072

  日期：2008.11.3

  A series of 5-arylidene-2-imino-4-thiazolidinone derivatives were synthesized by the cross-aldol condensation of aromatic aldehydes with 2-imino-4-thiazolidinone in sodium acetate/acetic acid under microwave irradiation. The reactions were completed in 10min with 63-91% yields, were environmental benign, and had easy workup.