5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione | 117235-95-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione
• 英文别名: 2-methylthio-4-phenyl-5-methylsulfonyl-1,3-thiazine-6-thione；2-Methylsulfanyl-5-methylsulfonyl-4-phenyl-1,3-thiazine-6-thione
• CAS: 117235-95-7
• 化学式: C₁₂H₁₁NO₂S₄
• 分子量: 329.489
• InChiKey: OTBKPZCAROKFDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 methyl 3--2-methylsulfonyldithiocinnamate
  参考文献：
  名称：

  Yamamoto, Tatsuo; Muraoka, Motomu, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 835 - 846

  摘要：

  DOI：
• 作为产物：
  描述：

  碘甲烷 、 5-methylsulphonyl-4-phenyl-1,3-thiazine-2,6(3H)-dithione 在 三乙胺 作用下， 生成 5-methylsulfonyl-2-methylthio-4-phenyl-1,3-thiazine-6-thione
  参考文献：
  名称：

  1,3-噻嗪-2,6-二硫酮的反应。第 8 部分。通过 1,3-Thiazine-6-spiro-2'-thiirane-2-thiones 和 2-Methylthio-1,3(6H)- 的重排形成新系列 2-Pyrroline-4-thiones thiazine-6-spiro-2'-thiiranes 和一些相关反应

  摘要：

  1,3(6H)-Thiazine-6-spiro-2'-thiirane-2-thiones 2a-c and 3',3'-di substituted 2-methylthio-1,3-thiazine-6-spiro-2'-thiiranes 12a-f were synthesized by the reaction of 1,3-thiazine-2,6-dithiones 1 or 11a-d, which are 2-methylthio derivatives of thiazinedithiones 1, with diazomethane derivatives. 1,3(6H)-Thiazine-6-spiro-2'-thiiranes 2a-c and 12a-f rearranged into a series of 2-pyrroline-4-thione derivatives 3a-c and methyl 4-thioxopyrroline-1-dithiocarboxylates 13a-f on treatment with a base or gentle heating. 2-Pyrroline-4-thione derivative 13c, upon heating to 140 degrees C for 1 h, reversely rearranged into the thiirane derivative 12c. The structure of the 2-pyrroline-4-thione 13e was determined by single-crystal X-ray analysis.

  DOI：

  10.3987/com-17-13831

文献信息

• YAMAMOTO, TATSUO;MURAOKA, MOTOMU, J. HETEROCYCL. CHEM., 25,(1988) N 3, C. 835-846
  作者：YAMAMOTO, TATSUO、MURAOKA, MOTOMU

  DOI：——

  日期：——
• Reactions of 1,3-Thiazine-2,6-dithiones. Part 8. Formation of a New Series of 2-Pyrroline-4-thiones by the Rearrangement of 1,3-Thiazine-6-spiro-2’-thiirane-2-thiones and 2-Methylthio-1,3(6H)-thiazine-6-spiro-2’-thiiranes and Some Related Reactions
  作者：Tatsuo Yamamoto、Hiroshi Miyamae、Motomu Muraoka

  DOI：10.3987/com-17-13831

  日期：——

  1,3(6H)-Thiazine-6-spiro-2'-thiirane-2-thiones 2a-c and 3',3'-di substituted 2-methylthio-1,3-thiazine-6-spiro-2'-thiiranes 12a-f were synthesized by the reaction of 1,3-thiazine-2,6-dithiones 1 or 11a-d, which are 2-methylthio derivatives of thiazinedithiones 1, with diazomethane derivatives. 1,3(6H)-Thiazine-6-spiro-2'-thiiranes 2a-c and 12a-f rearranged into a series of 2-pyrroline-4-thione derivatives 3a-c and methyl 4-thioxopyrroline-1-dithiocarboxylates 13a-f on treatment with a base or gentle heating. 2-Pyrroline-4-thione derivative 13c, upon heating to 140 degrees C for 1 h, reversely rearranged into the thiirane derivative 12c. The structure of the 2-pyrroline-4-thione 13e was determined by single-crystal X-ray analysis.
• Yamamoto, Tatsuo; Muraoka, Motomu, Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 835 - 846
  作者：Yamamoto, Tatsuo、Muraoka, Motomu

  DOI：——

  日期：——