2-propargylthio-4-methyl-1H-pyrimidin-6-one | 88037-20-1

• 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-propargylthio-4-methyl-1H-pyrimidin-6-one
• 英文别名: 2-propargylthio-6-methyl-4(3H)-pyrimidinone；6-Methyl-2-prop-2-ynylthio-3-hydropyrimidin-4-one；4-methyl-2-prop-2-ynylsulfanyl-1H-pyrimidin-6-one
• CAS: 88037-20-1
• 化学式: C₈H₈N₂OS
• mdl: MFCD14631374
• 分子量: 180.23
• InChiKey: UERWZDHZLXJZAT-UHFFFAOYSA-N

物化性质

• 熔点：
  162-163 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• 沸点：
  283.2±42.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-propargylthio-4-methyl-1H-pyrimidin-6-one 在 碘 、 丙酮 、 sodium iodide 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以82%的产率得到3-iodomethylidene-5-methyl-7-oxo-2,3-dihydro-8H-thiazolo[3,2-a]pyrimidinium iodide
  参考文献：
  名称：

  Halocyclization of Substituted 2-(Alkenylthio)pyrimidin-6-ones

  摘要：

  DOI：

  10.1023/b:cohc.0000037323.22839.9f
• 作为产物：
  描述：

  3-氯丙炔 、 6-methyl-2-thiouracil sodium salt 以 乙醇 为溶剂， 以81%的产率得到2-propargylthio-4-methyl-1H-pyrimidin-6-one
  参考文献：
  名称：

  Halocyclization of Substituted 2-(Alkenylthio)pyrimidin-6-ones

  摘要：

  DOI：

  10.1023/b:cohc.0000037323.22839.9f

文献信息

• Reaction of S-allyl and propargyl derivatives of 2-thiouracils with hydrobromic acid
  作者：T. V. Frolova、D. G. Kim、V. V. Sharutin、K. Yu. Osheko、P. A. Slepukhin、V. N. Charushin

  DOI：10.1134/s1070363216060116

  日期：2016.6

  Hydrobromic acid reacts with 2-methallylthio- and 2-prenylthio-4(3Н)-pyrimidinones with participation of the double bond to give the products of heterocyclization, and with 2-allylthio- and 2-propargylthio-6-methyl-4(3Н)-pyrimidinones, with the retention of the double bond and the formation of hydrobromides.

  用2- methallylthio-和2- prenylthio -4-氢溴酸发生反应（3 Н） -嘧啶酮与双键，得到heterocyclization的产品的参与，并用2- allylthio-和2-炔丙基-6-甲基-4（ 3 Н） -嘧啶酮，与双键的保留和氢溴酸盐的形成。
• Regioselective Synthesis of 3-Benzylthiazolo[3,2-a]pyrimidones and 3-Benzyl-thiazolo[3,2-c]pyrimidones Through Palladium-Catalyzed Heteroannulation of Acetylenic Compounds
  作者：Majid M. Heravi、Ali Kivanloo、Mohammad Rahimizadeh、Mehdi Bakavoli、Mitra Ghassemzadeh、Bernhard Neumüller

  DOI：10.1080/104265090921128

  日期：2005.11.1

  Abstract The reaction of 2-(prop-2-ynylsulfanyl)pyrimidone 1 with various iodobenzenes in the presence of a palladium catalyst leads to regioselective cyclization to 3-benzylthiazolo [3,2-a] pyrimidones 3. The reaction of 4-(prop-2-ynylsulfanyl) pyrimidone 5 with various iodobenzenes in the same condition give the corresponding 3-benzylthiazolo[3,2-c]pyrimidones 6.

  摘要 2-(prop-2-ynylsulfanyl)pyrimidone 1 在钯催化剂存在下与各种碘苯反应，区域选择性环化生成 3-benzylthiazolo [3,2-a] 嘧啶酮 3. 4-(prop-2-ynylsulfanyl)pyrimidone 1 -2-炔基硫烷基）嘧啶酮 5 与各种碘苯在相同条件下生成相应的 3-苄基噻唑并 [3,2-c] 嘧啶酮 6。
• SILICA CHLORIDE CATALYZED CYCLIZATION REACTION: UNIQUE SYNTHESIS OF CONDENSED THIAZOLES AND SELENAZOLE
  作者：Majid M. Heravi、Reza Zadmard、Mitra Ghassemzadeh、Mahmood Tajbakhsh、Neda Riahifar

  DOI：10.1080/10426500108040587

  日期：2001.3.1

  Abstract The facile and regioselective synthesis of thiazoles and selenazoles has been performed by the catalytic action of silica chloride on corresponding propynylthio and propynylseleno derivatives, respectively.

  摘要 通过氯化硅分别对相应的丙炔硫基和丙炔基硒代衍生物的催化作用，实现了噻唑和硒唑的简便和区域选择性合成。
• Regioselective Acid -Catalyzed Cyclization Reaction: Unique Synthesis of Condensed Thiazoles and Selenazole
  作者：Majid. M. Heravi、Kioumars. Aghapoor、Masood. A. Nooshabadi

  DOI：10.1080/00397919808005716

  日期：1998.1

  The facile and regioselective synthesis of condensed thiazoles 7-11 and selenazole 12 has been performed by the catalytic action of H2SO4 on corresponding propynylthio 1-5 and propynylseleno 6 derivatives respectively.
• Heravi; Montazeri; Rahimizadeh, Journal of Chemical Research - Part S, 2000, # 10, p. 464 - 465
  作者：Heravi、Montazeri、Rahimizadeh、Bakavolia、Ghassemzadeh

  DOI：——

  日期：——