N-(4-oxoquinazolin-3-yl)piperidine-1-carbothioamide | 329897-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(4-oxoquinazolin-3-yl)piperidine-1-carbothioamide
• CAS: 329897-99-6
• 化学式: C₁₄H₁₆N₄OS
• 分子量: 288.373
• InChiKey: LSLNICQAVDCKOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.71
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  50.16
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(4-oxoquinazolin-3-yl)piperidine-1-carbothioamide 在 sodium hydroxide 、 硫酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以92%的产率得到2-(5-Piperidin-1-yl-1,3,4-thiadiazol-2-yl)aniline
  参考文献：
  名称：

  Thioureidoquinazolin-4(3H)-ones

  摘要：

  3-(N',N'-Dialkylthioureido)quinazolin-4( prepared by the reaction of 3-aminoquinazolin-4(3H)-one with thiuram disulfides undergo the previously unknown acid-induced recyclization to give the corresponding 5-(2-aminophenyl)-2-dialkylamino-1,3,4-thiadiazoles. The structures of the products obtained were confirmed by IR and H-1 and C-13 NMR data. A plausible mechanism of the recyclization is discussed.

  DOI：

  10.1007/bf02496350
• 作为产物：
  描述：

  3-氨基-4(3H)-喹唑啉酮 、 二环戊亚甲基二硫化四烷基秋兰姆 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以86%的产率得到N-(4-oxoquinazolin-3-yl)piperidine-1-carbothioamide
  参考文献：
  名称：

  Thioureidoquinazolin-4(3H)-ones

  摘要：

  3-(N',N'-Dialkylthioureido)quinazolin-4( prepared by the reaction of 3-aminoquinazolin-4(3H)-one with thiuram disulfides undergo the previously unknown acid-induced recyclization to give the corresponding 5-(2-aminophenyl)-2-dialkylamino-1,3,4-thiadiazoles. The structures of the products obtained were confirmed by IR and H-1 and C-13 NMR data. A plausible mechanism of the recyclization is discussed.

  DOI：

  10.1007/bf02496350

文献信息

• ——
  作者：G. G. Rusu

  DOI：10.1023/a:1009534519190

  日期：——

  3-(N',N',S-trialkyl isothioureido)quinazolin-4(3 H)-ones obtained by the reactions of 3-(N',N'-dialkylthioureido)quinazolin-4(3H)-ones with alkyl halides undergo unusual recyclization into 5-(2-aminophenyl)-2-dialkylamino-1,3,4-oxadiazoles under the action of aqueous solutions of alkali, hydrazine, and primary aliphatic amines. A plausible mechanism of the recyclization was proposed.