4-amino-1-methyl-3-(pyrimidin-2-yl)-1H-1,2,4-triazole-5(4H)-thione | 1093390-76-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-amino-1-methyl-3-(pyrimidin-2-yl)-1H-1,2,4-triazole-5(4H)-thione
• 英文别名: 4-amino-3-pyrimidin-2-yl-1H-1,2,4-triazole-5-thione
• CAS: 1093390-76-1
• 化学式: C₆H₆N₆S
• 分子量: 194.22
• InChiKey: KWQSGDOVWGMXCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-硝基噻吩-2-甲醛 、 4-amino-1-methyl-3-(pyrimidin-2-yl)-1H-1,2,4-triazole-5(4H)-thione 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以64%的产率得到4-[(nitrothiophen-2-yl)methyleneamino]-3-(pyrimidin-2-yl)-1H-1,2,4-triazole-5(4H)-thione
  参考文献：
  名称：

  Synthesis and Tuberculostatic Activity of Novel 1,2,4-Triazoles Obtained from Heterocyclic Carbohydrazides

  摘要：

  The novel 1,2,4-triazole derivatives have been synthesized by a few different pathways. Heterocyclic carbohydrazides were used to obtain monoesters of hydrazine acids (1-6), thiosemicarbazide derivatives (7-17), and finaly 1,2,4-triazole-5-thiones (18-38). Carbohydrazides were also cyclized with methyl carbamodithioates in the presence of DBU giving 1,2,4-triazole-5-thiones (18, 19, 39-47). Two of final products (39, 40) were undergone alkylation in alkaline solution to appropriate sulfides (48-53). Then methylsulfides (48, 49) were oxidized with peroxyacetic acid to sulfoxides (54, 55). The obtained compounds were tested in vitro towards Mycobacterium tuberculosis.

  DOI：

  10.3987/com-09-11888
• 作为产物：
  描述：

  二硫化碳 、 2-嘧啶羧酸 在 hydrazine hydrate 、 三乙胺 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 以53%的产率得到4-amino-1-methyl-3-(pyrimidin-2-yl)-1H-1,2,4-triazole-5(4H)-thione
  参考文献：
  名称：

  Synthesis and Tuberculostatic Activity of Novel 1,2,4-Triazoles Obtained from Heterocyclic Carbohydrazides

  摘要：

  The novel 1,2,4-triazole derivatives have been synthesized by a few different pathways. Heterocyclic carbohydrazides were used to obtain monoesters of hydrazine acids (1-6), thiosemicarbazide derivatives (7-17), and finaly 1,2,4-triazole-5-thiones (18-38). Carbohydrazides were also cyclized with methyl carbamodithioates in the presence of DBU giving 1,2,4-triazole-5-thiones (18, 19, 39-47). Two of final products (39, 40) were undergone alkylation in alkaline solution to appropriate sulfides (48-53). Then methylsulfides (48, 49) were oxidized with peroxyacetic acid to sulfoxides (54, 55). The obtained compounds were tested in vitro towards Mycobacterium tuberculosis.

  DOI：

  10.3987/com-09-11888

文献信息

• Synthesis and Tuberculostatic Activity of Novel 1,2,4-Triazoles Obtained from Heterocyclic Carbohydrazides
  作者：Katarzyna Gobis、Henryk Foks、Zofia Zwolska、Ewa Augustynowicz-Kopeć

  DOI：10.3987/com-09-11888

  日期：——

  The novel 1,2,4-triazole derivatives have been synthesized by a few different pathways. Heterocyclic carbohydrazides were used to obtain monoesters of hydrazine acids (1-6), thiosemicarbazide derivatives (7-17), and finaly 1,2,4-triazole-5-thiones (18-38). Carbohydrazides were also cyclized with methyl carbamodithioates in the presence of DBU giving 1,2,4-triazole-5-thiones (18, 19, 39-47). Two of final products (39, 40) were undergone alkylation in alkaline solution to appropriate sulfides (48-53). Then methylsulfides (48, 49) were oxidized with peroxyacetic acid to sulfoxides (54, 55). The obtained compounds were tested in vitro towards Mycobacterium tuberculosis.