6-ethoxycarbonylmethylenethio-1-methyluracil | 193196-38-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 6-ethoxycarbonylmethylenethio-1-methyluracil
• 英文别名: Ethyl 2-(3-methyl-2,6-dioxopyrimidin-4-yl)sulfanylacetate
• CAS: 193196-38-2
• 化学式: C₉H₁₂N₂O₄S
• 分子量: 244.271
• InChiKey: JOTLCYWLNFEVRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-ethoxycarbonylmethylenethio-1-methyluracil 在 硫酸 、 硝酸 、 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.75h， 生成 2-ethoxycarbonyl-4-methylthiazolo<5,4-d>pyrimidine-5,7(4H)-dione-1-oxide
  参考文献：
  名称：

  SYNTHESIS OF NEW 4-ALKYLTHIAZOLO[5,4.D] PYRIMIDINE-1-OXIDES

  摘要：

  6-Chloro-1-methyluracil 1 was treated with various butyl and benzyl mercaptans to give 6-substituted-1-methyluracils 2a-d which were nitrated to yield the corresponding 5-nitro derivatives 3a-d. These were cyclized to 2-substituted-4-methylthiazolo[5,4-d] pyrimidine-5,7(4H)-dione-1-oxides 4a-c. On the other hand. the reaction of 6-chloro-5-nitro-1-propyluracil 6 with the above mentioned reagents afforded 6-substituted-5-nitro-1-propyuracils 7a-d which were cyclized similarly to give the corresponding 2-substituted-4-propylthiazolo[5,4-d]pyrimidine-5,7 (4H)-dione-1-oxide derivatives 8a-d. The structures of these compounds were elucidated by H-1 nmr, uv, mass spectra and elemental analysis.

  DOI：

  10.1080/10426509808035745
• 作为产物：
  描述：

  巯基乙酸乙酯 、 6-氯-1-甲基尿嘧啶 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以74%的产率得到6-ethoxycarbonylmethylenethio-1-methyluracil
  参考文献：
  名称：

  SYNTHESIS OF NEW 4-ALKYLTHIAZOLO[5,4.D] PYRIMIDINE-1-OXIDES

  摘要：

  6-Chloro-1-methyluracil 1 was treated with various butyl and benzyl mercaptans to give 6-substituted-1-methyluracils 2a-d which were nitrated to yield the corresponding 5-nitro derivatives 3a-d. These were cyclized to 2-substituted-4-methylthiazolo[5,4-d] pyrimidine-5,7(4H)-dione-1-oxides 4a-c. On the other hand. the reaction of 6-chloro-5-nitro-1-propyluracil 6 with the above mentioned reagents afforded 6-substituted-5-nitro-1-propyuracils 7a-d which were cyclized similarly to give the corresponding 2-substituted-4-propylthiazolo[5,4-d]pyrimidine-5,7 (4H)-dione-1-oxide derivatives 8a-d. The structures of these compounds were elucidated by H-1 nmr, uv, mass spectra and elemental analysis.

  DOI：

  10.1080/10426509808035745

文献信息

• SYNTHESIS OF NEW 4-ALKYLTHIAZOLO[5,4.D] PYRIMIDINE-1-OXIDES
  作者：Shaker Youssif、Hiroshi Yamamoto

  DOI：10.1080/10426509808035745

  日期：1998.9.1

  6-Chloro-1-methyluracil 1 was treated with various butyl and benzyl mercaptans to give 6-substituted-1-methyluracils 2a-d which were nitrated to yield the corresponding 5-nitro derivatives 3a-d. These were cyclized to 2-substituted-4-methylthiazolo[5,4-d] pyrimidine-5,7(4H)-dione-1-oxides 4a-c. On the other hand. the reaction of 6-chloro-5-nitro-1-propyluracil 6 with the above mentioned reagents afforded 6-substituted-5-nitro-1-propyuracils 7a-d which were cyclized similarly to give the corresponding 2-substituted-4-propylthiazolo[5,4-d]pyrimidine-5,7 (4H)-dione-1-oxide derivatives 8a-d. The structures of these compounds were elucidated by H-1 nmr, uv, mass spectra and elemental analysis.