2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one | 35045-06-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one
• 英文别名: 3-Methylmercapto-5-oxo-2,6-dimethyl-2,5-dihydro-1,2,4-triazin；2-N,6-Dimethyl-5-oxo-3-methylmercapto-1,2,4-triazin；2-S-Methyl-1,5-dimethyl-2-thio-6-aza-uracil; 5-Oxo-3-methylmercapto-2,6-dimethyl-2,5-dihydro-1,2,4-triazin；2,6-Dimethyl-3-methylmercapto-5-oxo-2,5-dihydro-1,2,4-triazin；2,6-dimethyl-3-methylsulfanyl-2H-[1,2,4]triazin-5-one；1,2,4-Triazin-5(2H)-one, 2,6-dimethyl-3-(methylthio)-；2,6-dimethyl-3-methylsulfanyl-1,2,4-triazin-5-one
• CAS: 35045-06-8
• 化学式: C₆H₉N₃OS
• 分子量: 171.223
• InChiKey: IORYLEPOUFVMKK-UHFFFAOYSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  241.4±23.0 °C(Predicted)
• 密度：
  1.31±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one 在 sodium tetrahydroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以70%的产率得到2,6-dimethyl-3,4-dihydro-1,2,4-triazin-5-(2H)one
  参考文献：
  名称：

  Sanemitsu, Yuzuru; Nakayama, Yoshinori; Shiroshita, Masao, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1053 - 1054

  摘要：

  DOI：
• 作为产物：
  描述：

  甲醇 、 6-甲基-3-(甲基硫代)-1,2,4-噻嗪-5(2H)-酮 在 HY-Zeolite 作用下， 213.0 ℃ 、2.44 MPa 条件下， 反应 1.75h， 以93%的产率得到2,6-dimethyl-3-methylthio-1,2,4-triazine-5-one
  参考文献：
  名称：

  Regioselective N-Methylation of Methylthio-Substituted Pyrimidinones and 1,2,4-Triazinone with Methanol over H-Y Zeolite.

  摘要：

  Liquid - phase methylation of 2-methylthio-4-pyrimidone (4), 6-methyl-2-methylthio-4-pyrimidone (5) and 6-methyl-3-methylthio-1,2,4-triazine-5-one (6) with MeOH over HY-Zeolite selectively gave 1-methyl-2-methylthio-4-pyrimidone (7),1,6-dimethyl-2-methylthio-4-pyrimidone (9) and 2,6-dimethyl-3-methylthio-1,24-triazine-5-one (11), respectively. Methyl iodide or dimethyl sulfate have been used as methylating agents for pyrimidines(1-3) and 1,2,4-triazines(4,5). Alkylation of 2-thiouracil (1) and 6-methyl-2-thiouracil (2) with methyl iodide under basic conditions is known to lead.

  DOI：

  10.1080/00397919708004083

文献信息

• Mesoionic dimethyl derivatives of some 1,2,4-triazinones. The course of the reaction of 3,5-dimethoxy, 3-methoxy-5-methylthio, 5-methoxy-3- methylthio and 3,5-bis(methylthio)-1,2,4-triazine with methyl iodide
  作者：Alois Pískala、Jiří Gut、Pavel Fiedler、Milena Masojídková、David Šaman、Radek Liboska

  DOI：10.1002/jhet.5570300523

  日期：1993.10

  (1a) with methyl iodide was found to give depending on the reaction time triazinium iodide 2a, triaziniumolates 4a and 6a as well as methoxytriazinones 7a and 8a. Thermolysis of 2a gave triaziniumolates 4a and 6a. Reaction of 2a, 4a or methoxytriazinone 9a with methyl iodide in acetonitrile yielded as the sole product 6a. Reaction of 3-methoxy-5-methylthio-1,2,4-tri-azine (1b) with methyl iodide gave triazinium

  发现用碘甲烷处理3,5-二甲氧基-1,2,4-三嗪（1a）取决于反应时间，碘化三嗪鎓2a，三嗪酸酯4a和6a以及甲氧基三嗪酮7a和8a。热分解图2a给出triaziniumolates图4a和6a中。的反应图2a，图4a或methoxytriazinone 9A与甲基碘的乙腈溶液，得到作为唯一的产物6A。3-甲氧基-5-甲硫基1,2,4-三嗪（1b）与碘甲烷的反应生成碘化三嗪2b和甲硫基三嗪酮7b。2a，b的水解得到4a。5-甲氧基-3-甲硫基1,2,4-三嗪（1c）与甲基碘的反应生成碘化三嗪鎓2c，三嗪醇酸酯4b，碘化三嗪鎓5b和三嗪酮8b。2c的水解产生4b，其热水解得到4b和5b的混合物。的反应图2c，图4b和三嗪酮9B与甲基碘，得到图5b。3,5-双（甲硫基）-1,2,4-三嗪的处理（发现1d）与甲基碘一起产生N 1和N 2甲硫醇的混合物2d和3d，其分别水解产生4b和8b。6-甲
• SANEMITSU, YUZURU;NAKAYAMA, YOSHINORI;SHIROSHITA, MASAO, J. HETEROCYCL. CHEM., 1981, 18, N 5, 1053-1054
  作者：SANEMITSU, YUZURU、NAKAYAMA, YOSHINORI、SHIROSHITA, MASAO

  DOI：——

  日期：——
• JACOBSEN, N. W.;ROSE, S. E., AUSTRAL. J. CHEM., 40,(1987) N 5, 967-975
  作者：JACOBSEN, N. W.、ROSE, S. E.

  DOI：——

  日期：——
• Sanemitsu, Yuzuru; Nakayama, Yoshinori; Shiroshita, Masao, Journal of Heterocyclic Chemistry, 1981, vol. 18, p. 1053 - 1054
  作者：Sanemitsu, Yuzuru、Nakayama, Yoshinori、Shiroshita, Masao

  DOI：——

  日期：——
• Regioselective N-Methylation of Methylthio-Substituted Pyrimidinones and 1,2,4-Triazinone with Methanol over H-Y Zeolite.
  作者：Majid M. Heravi、Hossian A. Oskooi、Morteza Mafi

  DOI：10.1080/00397919708004083

  日期：1997.5

  Liquid - phase methylation of 2-methylthio-4-pyrimidone (4), 6-methyl-2-methylthio-4-pyrimidone (5) and 6-methyl-3-methylthio-1,2,4-triazine-5-one (6) with MeOH over HY-Zeolite selectively gave 1-methyl-2-methylthio-4-pyrimidone (7),1,6-dimethyl-2-methylthio-4-pyrimidone (9) and 2,6-dimethyl-3-methylthio-1,24-triazine-5-one (11), respectively. Methyl iodide or dimethyl sulfate have been used as methylating agents for pyrimidines(1-3) and 1,2,4-triazines(4,5). Alkylation of 2-thiouracil (1) and 6-methyl-2-thiouracil (2) with methyl iodide under basic conditions is known to lead.