6-methyl-2-thiouracil sodium salt

• 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: 6-methyl-2-thiouracil sodium salt
• 英文别名: sodium salt of 6-methyl-2-thiouracil；sodium salt of 2-mercapto-6-methyluracil；sodium 6-methyl-4-oxo-3,4-dihydropyrimidin-2-thiolate；sodium;4-methyl-2-sulfanylidene-1H-pyrimidin-6-olate
• 化学式: C₅H₅N₂OS*Na
• 分子量: 164.163
• InChiKey: KOXSMEKMHFMILE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.63
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-methyl-2-thiouracil sodium salt 在 吡啶 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 33.0h， 生成
  参考文献：
  名称：

  Ghoneim; Essawi; Mohamed, Polish Journal of Chemistry, 1998, vol. 72, # 7, p. 1173 - 1177

  摘要：

  DOI：
• 作为产物：
  描述：

  甲基硫脲嘧啶 在 sodium hydroxide 作用下， 以 水 为溶剂， 以99.9%的产率得到6-methyl-2-thiouracil sodium salt
  参考文献：
  名称：

  烷基卤化物和苄基卤化物中的卤素被4-羟基-2-巯基-6-甲基嘧啶生成的阴离子亲核取代的特殊特征

  摘要：

  The nucleophilic substitution of halogen (chlorine, bromine, and iodine) in alkyl and benzyl halides has been effected in aqueous dioxane media with S-and O-anions generated from 4-hydroxy-2-mercapto-6-methylpyrimidine. Under these conditions replacement of halogen proceeds by an S(N)2 mechanism and the reactivity of S-anions is 10 times greater than that of O-anions, which is in agreement with the results of ab initio quantum-chemical calculations of the electronic structure and total energy of transition states, carried out within the framework of the restricted Hartree-Fock method, basis 6-31G**.

  DOI：

  10.1007/s10593-008-0105-6

文献信息

• Synthesis of annelated 1,3,4,6-thiatriazepines from dichlorodiazabutadienes and cyclic thioureas
  作者：Stephen F. Moss、David R. Taylor

  DOI：10.1039/c39800000156

  日期：——

  Treatment of 1,4-dichlorodiphenyl-2,3-diazabutadiene (2) with the sodium salts of cyclic thioureas has yielded the first examples of a new type of seven-membered heterocycle, annelated 1,3,4,6-thiatriazepines.

  用环状硫脲的钠盐处理1,4-二氯二苯基-2,3-二氮杂丁二烯（2）已产生了新型的七元杂环，经退火的1,3,4,6-硫杂三氮杂ze烷的第一个实例。
• A convenient procedure for introducing arylsulfanyl and heterylsulfanyl groups into the 5 position of the oxazole ring
  作者：A. V. Golovchenko、V. S. Brovarets、B. S. Drach

  DOI：10.1007/s11176-005-0023-6

  日期：2004.9

  Available (2-aryl-5-mesyl-1,3-oxazol-5-yl)triphenylphosphonium salts readily react with sodium thiophenolates and their heterocyclic analogs by way of substitution of the mesyl group by an arylsulfanyl or a heterylsulfanyl group. Treatment of the products with sodium hydroxide results in their mild dephosphorylation, which was used for preparative synthesis of a series of 2-aryl-5-arylsulfanyl(heterylsulfanyl)-1,3-oxazoles.

  现有的（2-芳基-5-甲磺酰基-1,3-恶唑-5-基）三苯基鏻盐很容易通过甲磺酰基或杂磺酰基取代甲磺酰基的方式与噻吩酸钠及其杂环类似物发生反应。用氢氧化钠处理这些产物可使其温和地去磷酸化，从而用于制备一系列 2-芳基-5-芳硫基（杂硫基）-1,3-恶唑的合成。
• Synthesis and heterocyclization of 2-{[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3h)-ones
  作者：T. V. Frolova、D. G. Kim、V. V. Sharutin、E. N. Shal’kova

  DOI：10.1134/s1070428016010188

  日期：2016.1

  6-dihydropyrimidine-2-thiolates with 2-bromo-1-(4-bromophenyl)ethan-1-one afforded 2-[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}pyrimidin-4(3H)-ones. Analogous reaction with sodium 4-trifluoromethyl-6-oxo-1,6-dihydropyrimidine-2-thiolate gave a mixture of 2-[2-(4-bromophenyl)-2-oxoethyl]sulfanyl}-4-(trifluoromethyl)pyrimidin-4(3H)-one and its intramolecular cyclization product, 3-(4-bromophenyl)-3-hydroxy-7-trifluoromethyl-2

  用2-溴-1-（4-溴苯基）乙-1-酮将4（5）-烷基-6-氧代-1,6-二氢嘧啶-2-硫醇钠烷基化，得到2-[2-（4-溴苯基）-2-氧代乙基]硫烷基}嘧啶-4（3 H）-ones。与4-三氟甲基-6-氧代-1，6-二氢嘧啶-2-硫醇钠的类似反应，得到2-[2-（4-溴苯基）-2-氧代乙基]硫烷基} -4-（三氟甲基）嘧啶的混合物-4（3 H）-one及其分子内环化产物3-（4-溴苯基）-3-羟基-7-三氟甲基-2,3-二氢[1,3]噻唑并[3,2- a ]-嘧啶-5-一个
• Reaction of 2-(?-bromoalkylthio)-4,6-dimethylpyrimidines with some nucleophilic reagents
  作者：A. S. Mikhailov、N. G. Pashkurov、V. S. Reznik

  DOI：10.1007/bf00954426

  日期：1982.1
• Halocyclization of Substituted 2-(Alkenylthio)pyrimidin-6-ones
  作者：N. Yu. Slivka、Yu. I. Gevaza、V. I. Staninets

  DOI：10.1023/b:cohc.0000037323.22839.9f

  日期：2004.5