3-thio-4-allyl-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione | 87450-70-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 3-thio-4-allyl-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione
• 英文别名: 3-sulfanyl-6-methyl-4-allyl-2H-[1,2,4-triazine]-5-one；6-methyl-4-prop-2-enyl-3-sulfanylidene-2H-1,2,4-triazin-5-one
• CAS: 87450-70-2
• 化学式: C₇H₉N₃OS
• 分子量: 183.234
• InChiKey: KGJBTXHKNHEQNV-UHFFFAOYSA-N

物化性质

• 熔点：
  106.8 °C(Solv: hexane (110-54-3); acetone (67-64-1))
• 沸点：
  246.6±33.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  76.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-thio-4-allyl-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione 在 硫酸 作用下， 以 甲酸 为溶剂， 反应 5.0h， 以100%的产率得到3,7-dimethyl-6,7-dihydro-thiazolo[2,3-c][1,2,4]triazin-4-one
  参考文献：
  名称：

  Palladium-catalyzed polyhetero-Claisen rearrangement of 3-(allylthio)-1,2,4-triazin-5(4H)-ones

  摘要：

  DOI：

  10.1021/jo00172a029
• 作为产物：
  描述：

  3-(烯丙基硫基)-6-甲基-1,2,4-三嗪-5(2H)-酮 反应 0.1h， 以58%的产率得到3-thio-4-allyl-6-methyl-1,2,4-triazine-3,5(2H,4H)-dione
  参考文献：
  名称：

  REGIOSELECTIVE S→N ALLYLIC TRANSPOSITION OF 3-ALLYLTHIO 1,2,4-TRIAZINONE WITHOUT SOLVENT, AND CATALYST UNDER MICROWAVE IRRADIATION

  摘要：

  The facile and regioselective cyclization of 3-allylsulfanyl-6-methyl-2H-[1,2,4-]triazin-5-one 2 to 3,6-dimethyl-2,3-dihydro-thiazolo [3,2-.b.][1,2,4] triazin-7-one 3has been performed by the catalytic action of H2SO4 Compound 2 underwent [3,3] sigmatropic shift under microwave irradiation to afford 4N allyl derivative 5 in fairly good yield. Treatment of 5 with cone, sulphuric acid afforded the corresponding 2-methyl thiazolo[2,3-c] triazinone 7.

  DOI：

  10.1080/10426500008045237

文献信息

• Mizutani, Masato; Sanemitsu, Yuzuru; Tamaru, Yoshinao, Heterocycles, 1984, vol. 21, # 2, p. 515
  作者：Mizutani, Masato、Sanemitsu, Yuzuru、Tamaru, Yoshinao、Yoshida, Zen-ichi

  DOI：——

  日期：——
• MIZUTANI, MASATO;SANEMITSU, YUZURU;TAMARU, YOSHINAO;YOSHIDA, ZEN-ICHI, J. ORG. CHEM., 1983, 48, N 24, 4585-4589
  作者：MIZUTANI, MASATO、SANEMITSU, YUZURU、TAMARU, YOSHINAO、YOSHIDA, ZEN-ICHI

  DOI：——

  日期：——
• MIZUTANI, MASATO;SANEMITSU, YUZURU;TAMARU, YOSHINAO;YOSHIDA, ZEN-ICHI, HETEROCYCLES, 1984, 21, N 2, 515
  作者：MIZUTANI, MASATO、SANEMITSU, YUZURU、TAMARU, YOSHINAO、YOSHIDA, ZEN-ICHI

  DOI：——

  日期：——
• REGIOSELECTIVE S→N ALLYLIC TRANSPOSITION OF 3-ALLYLTHIO 1,2,4-TRIAZINONE WITHOUT SOLVENT, AND CATALYST UNDER MICROWAVE IRRADIATION
  作者：M. M. Heravi、M. A. Nooshabadi、K. Aghapoor

  DOI：10.1080/10426500008045237

  日期：2000.1

  The facile and regioselective cyclization of 3-allylsulfanyl-6-methyl-2H-[1,2,4-]triazin-5-one 2 to 3,6-dimethyl-2,3-dihydro-thiazolo [3,2-.b.][1,2,4] triazin-7-one 3has been performed by the catalytic action of H2SO4 Compound 2 underwent [3,3] sigmatropic shift under microwave irradiation to afford 4N allyl derivative 5 in fairly good yield. Treatment of 5 with cone, sulphuric acid afforded the corresponding 2-methyl thiazolo[2,3-c] triazinone 7.
• Palladium-catalyzed polyhetero-Claisen rearrangement of 3-(allylthio)-1,2,4-triazin-5(4H)-ones
  作者：Masato Mizutani、Yuzuru Sanemitsu、Yoshinao Tamaru、Zenichi Yoshida

  DOI：10.1021/jo00172a029

  日期：1983.12