3,5-dimethyl-1,6-diphenylhexahydro-s-triazine-2,4-dione | 62442-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,5-dimethyl-1,6-diphenylhexahydro-s-triazine-2,4-dione
• 英文别名: 1,3-dimethyl-5,6-diphenyl-[1,3,5]triazinane-2,4-dione；1,3-Dimethyl-5,6-diphenyl-1,3,5-triazinane-2,4-dione
• CAS: 62442-16-4
• 化学式: C₁₇H₁₇N₃O₂
• 分子量: 295.341
• InChiKey: BEFMCRBWZKHPFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  43.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,6-diphenylhexahydro-s-triazine-2,4-dione 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3,5-dimethyl-1,6-diphenylhexahydro-s-triazine-2,4-dione
  参考文献：
  名称：

  Chlorosulfonation of Some Aldimine-Isocyanate Cycloadducts

  摘要：

  Attempts to chlorosulfonate 1,4-diphenyl-1,3-diazetidin-2-one (1) failed, but the 3-methyl derivative (2) reacted with chlorosulfonic acid to give the bis-sulfonyl chloride (3), characterized as the sulfonamides 4 and 5. 2,3,6-Triphenyl-2,3-dihydro-1,3,5-thiadiazin-4-one (6) with chlorosulfonic acid suffered an acid-catalyzed ring-opening reaction forming the sulfonyl derivatives (8, 9) of N-phenyl-N-thiobenzoylurea (7). Condensation of 8 and 9 with diethylamine afforded the diethyl-sulfonamide (10). Dibenzylideneethylenediamine (11) reacted with thiobenzoyl isocyanate at room temperature to yield the cycloadduct 12, however at 90degreesC, N,N-di (thiobenzoylcarbamoyl)ethylenediamine (13) was obtained. The cycloadduct 12 with chlorosulfonic acid gave the ring-opened disulfonyl chloride 14 and the diethylsulfonamide 15. 1,6-Diphenylhexahydro-s-triazine-2,4-dione (17) was converted into the dimethyl derivative (18), which with chlorosulfonic acid afforded the bis-sulfonyl chloride (19), characterized as the sulfonamides 20-22.

  DOI：

  10.1080/10426500390228611

文献信息

• Chlorosulfonation of Some Aldimine-Isocyanate Cycloadducts
  作者：Richard J. Cremlyn、Richard M. Ellam、Sultan Farouk

  DOI：10.1080/10426500390228611

  日期：2003.9.1

  Attempts to chlorosulfonate 1,4-diphenyl-1,3-diazetidin-2-one (1) failed, but the 3-methyl derivative (2) reacted with chlorosulfonic acid to give the bis-sulfonyl chloride (3), characterized as the sulfonamides 4 and 5. 2,3,6-Triphenyl-2,3-dihydro-1,3,5-thiadiazin-4-one (6) with chlorosulfonic acid suffered an acid-catalyzed ring-opening reaction forming the sulfonyl derivatives (8, 9) of N-phenyl-N-thiobenzoylurea (7). Condensation of 8 and 9 with diethylamine afforded the diethyl-sulfonamide (10). Dibenzylideneethylenediamine (11) reacted with thiobenzoyl isocyanate at room temperature to yield the cycloadduct 12, however at 90degreesC, N,N-di (thiobenzoylcarbamoyl)ethylenediamine (13) was obtained. The cycloadduct 12 with chlorosulfonic acid gave the ring-opened disulfonyl chloride 14 and the diethylsulfonamide 15. 1,6-Diphenylhexahydro-s-triazine-2,4-dione (17) was converted into the dimethyl derivative (18), which with chlorosulfonic acid afforded the bis-sulfonyl chloride (19), characterized as the sulfonamides 20-22.