1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide | 1004986-49-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide
• 英文别名: 2lambda4,9-Dithia-5,12-diazatricyclo[8.4.0.03,8]tetradeca-1(10),3(8),4,6,11,13-hexaene 2-oxide；2λ4,9-dithia-5,12-diazatricyclo[8.4.0.03,8]tetradeca-1(10),3(8),4,6,11,13-hexaene 2-oxide
• CAS: 1004986-49-5
• 化学式: C₁₀H₆N₂OS₂
• 分子量: 234.302
• InChiKey: ANNIMENDVASWDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide 在 盐酸 、 potassium iodide 作用下， 反应 0.25h， 生成 dipyrido[3,4-b;3',4'-e][1,4]dithiin
  参考文献：
  名称：

  1H NMR Sulfinyl Group Substituent Effects of Dithiinodiazine S-Oxides as a Key for Structure Assignment of Parent Dithiinodiazines

  摘要：

  1,4-Dithiinodipyridine 1 was prepared by reduction of 4-chloro-3-chlorosulfonylopyridine (8) with HI/H(3)PO(3) system. Sulfur-assisted thermal isomerization of 1 resulted in a mixture of 1 and 2. Treatment of dithiinodiazines 1, 2, 5, and 6 with a nitrating mixture led almost selectively to respective S-monooxides 1a, 2a, 5a, and 6a. Due to the significant values of sulfinyl group substituent effects, (1)H NMR spectra of 1,4-dithiino-S-oxides 1a, 2a, 5a, and 6a permitted for structure assignment of parent dithiins 1, 2, 5, and 6 and confirmed regioselectivity of the reaction of dithiins 1, 2, 5, and 6 with nitrating mixture.

  DOI：

  10.3987/com-07-11191
• 作为产物：
  描述：

  dipyrido[3,4-b;3',4'-e][1,4]dithiin 在 硫酸 、 硝酸 作用下， 反应 1.5h， 以90%的产率得到1,4-dithiino[2,3-c;5,6-c']dipyridine 5-oxide
  参考文献：
  名称：

  1H NMR Sulfinyl Group Substituent Effects of Dithiinodiazine S-Oxides as a Key for Structure Assignment of Parent Dithiinodiazines

  摘要：

  1,4-Dithiinodipyridine 1 was prepared by reduction of 4-chloro-3-chlorosulfonylopyridine (8) with HI/H(3)PO(3) system. Sulfur-assisted thermal isomerization of 1 resulted in a mixture of 1 and 2. Treatment of dithiinodiazines 1, 2, 5, and 6 with a nitrating mixture led almost selectively to respective S-monooxides 1a, 2a, 5a, and 6a. Due to the significant values of sulfinyl group substituent effects, (1)H NMR spectra of 1,4-dithiino-S-oxides 1a, 2a, 5a, and 6a permitted for structure assignment of parent dithiins 1, 2, 5, and 6 and confirmed regioselectivity of the reaction of dithiins 1, 2, 5, and 6 with nitrating mixture.

  DOI：

  10.3987/com-07-11191

文献信息

• 1H NMR Sulfinyl Group Substituent Effects of Dithiinodiazine S-Oxides as a Key for Structure Assignment of Parent Dithiinodiazines
  作者：Andrzej Maslankiewicz、Maria J. Maslankiewicz、Andrzej Zieba、Krzysztof Marciniec

  DOI：10.3987/com-07-11191

  日期：——

  1,4-Dithiinodipyridine 1 was prepared by reduction of 4-chloro-3-chlorosulfonylopyridine (8) with HI/H(3)PO(3) system. Sulfur-assisted thermal isomerization of 1 resulted in a mixture of 1 and 2. Treatment of dithiinodiazines 1, 2, 5, and 6 with a nitrating mixture led almost selectively to respective S-monooxides 1a, 2a, 5a, and 6a. Due to the significant values of sulfinyl group substituent effects, (1)H NMR spectra of 1,4-dithiino-S-oxides 1a, 2a, 5a, and 6a permitted for structure assignment of parent dithiins 1, 2, 5, and 6 and confirmed regioselectivity of the reaction of dithiins 1, 2, 5, and 6 with nitrating mixture.