2-噻吩基乙醛酸缩氨基硫脲 | 156270-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 2-噻吩基乙醛酸缩氨基硫脲
• 英文名称: 2-thienylglyoxylic acid thiosemicarbazone
• 英文别名: 2-(carbamothioylhydrazinylidene)-2-thiophen-2-ylacetic acid
• CAS: 156270-69-8
• 化学式: C₇H₇N₃O₂S₂
• 分子量: 229.283
• InChiKey: UGDUMLOXRXUARH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.37
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.71
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-噻吩基乙醛酸缩氨基硫脲 在 sodium hydroxide 、 氯乙酸 、 六甲基二硅氮烷 作用下， 以 水 为溶剂， 反应 50.0h， 生成 2,4-bis-O-trimethylsolyl-5-(2-thienyl)-6-azauracil
  参考文献：
  名称：

  The Synthesis of Some 5-Substituted-6-aza-2′-deoxyuridines

  摘要：

  5-(2-Thienyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-beta-D-erythro-pentofuranosyl)-6-azauracil [VIII] and 5-cyclopropyl-1-(2-deoxy-3,5-di-O-p-toluoyl-beta-D-erythro-pentofuranosyl)-6-azauracil [X] were obtained in high yields (93.5% and 81.3% respectively) exclusively as beta anomers, by condensation of the corresponding silylated triazine bases with 2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentosyl chloride in chloroform. After deblocking both nucleosides with sodium methoxide in methanol, 5-(2-thienyl)-6-aza-2'-deoxyuridine [IX] and 5-cyclopropyl-6-aza-2'-deoxyuridine [XI] were obtained. The nucleoside IX was further acetylated, brominated with Br-2/CCl4 and deblocked with methanolic ammonia to give 6-aza-5[2-(5-bromothienyl)]-2'-deoxyuridine [XIV].

  DOI：

  10.1080/15257779408013233
• 作为产物：
  描述：

  2-噻吩乙醛酸 、 氨基硫脲 以 水 为溶剂， 以67.3%的产率得到2-噻吩基乙醛酸缩氨基硫脲
  参考文献：
  名称：

  The Synthesis of Some 5-Substituted-6-aza-2′-deoxyuridines

  摘要：

  5-(2-Thienyl)-1-(2-deoxy-3,5-di-O-p-toluoyl-beta-D-erythro-pentofuranosyl)-6-azauracil [VIII] and 5-cyclopropyl-1-(2-deoxy-3,5-di-O-p-toluoyl-beta-D-erythro-pentofuranosyl)-6-azauracil [X] were obtained in high yields (93.5% and 81.3% respectively) exclusively as beta anomers, by condensation of the corresponding silylated triazine bases with 2-deoxy-3,5-di-O-p-toluoyl-D-erythro-pentosyl chloride in chloroform. After deblocking both nucleosides with sodium methoxide in methanol, 5-(2-thienyl)-6-aza-2'-deoxyuridine [IX] and 5-cyclopropyl-6-aza-2'-deoxyuridine [XI] were obtained. The nucleoside IX was further acetylated, brominated with Br-2/CCl4 and deblocked with methanolic ammonia to give 6-aza-5[2-(5-bromothienyl)]-2'-deoxyuridine [XIV].

  DOI：

  10.1080/15257779408013233