2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione | 524062-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione
• 英文别名: anthra[2,1-d][1,2]thiazole-3,6,11(2H)-trione；naphtho[2,3-g][1,2]benzothiazole-3,6,11-trione
• CAS: 524062-27-9
• 化学式: C₁₅H₇NO₃S
• mdl: MFCD03409462
• 分子量: 281.291
• InChiKey: AXFOCXXBAVLOJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione 在 水 、 氯 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 以93%的产率得到3,6,11-trioxo-2,3,6,11-tetrahydroanthra[2,1-d]isothiazole 1-oxide
  参考文献：
  名称：

  摘要：

  The reactions of 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione with dimethyl sulfate, benzyl chloride, and allyl bromide afforded the corresponding 2-alkyl-2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-triones and 3-(alkoxy)-6,11-dihydroanthra[2,1-d]isothiazole-6,11-diones. The reactions of 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione and its S-oxide with a formaldehyde-secondary amine system yielded 2-[(alkylamino)methyl]-2,3,6,11-tetrahydroanthra[2,1-dlisothiazole-3,6,11-triones and 2-[(alkylamino)methyl]-3,6,11-trioxo-2,3,6,11-tetrahydroanthra[2,1-d]isothiazole I-oxides, respectively.

  DOI：

  10.1023/a:1023947931841
• 作为产物：
  描述：

  1-硝基-2-羧酸蒽醌 在 氯化亚砜 、 磺酰氯 、 氨 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 17.0h， 生成 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione
  参考文献：
  名称：

  摘要：

  2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthral 2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.

  DOI：

  10.1023/a:1013003122428

文献信息

• ——
  作者：F. A. Kucherov、S. G. Zlotin

  DOI：10.1023/a:1013003122428

  日期：——

  2-Methyltetrahydroanthra[2,3-d]isothiazole-3,5,10-trione and 2-R-tetrahydroanthral 2,1-d]isothiazole-3,6,11-triones were synthesized by the reactions of 3-chloro-9,10-dioxo-9,10-dihydroanthracene-2-carboxamide and 1-nitro-9,10-dioxo-9,10-dihydroanthracene2-carboxamide with alkanethiols followed by cyclization of the resulting alkylthioamides into isothiazolones under the action of SO2Cl2. The products were oxidized to give the corresponding S-oxides and S,S-dioxides.
• ——
  作者：F. A. Kucherov

  DOI：10.1023/a:1023947931841

  日期：——

  The reactions of 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione with dimethyl sulfate, benzyl chloride, and allyl bromide afforded the corresponding 2-alkyl-2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-triones and 3-(alkoxy)-6,11-dihydroanthra[2,1-d]isothiazole-6,11-diones. The reactions of 2,3,6,11-tetrahydroanthra[2,1-d]isothiazole-3,6,11-trione and its S-oxide with a formaldehyde-secondary amine system yielded 2-[(alkylamino)methyl]-2,3,6,11-tetrahydroanthra[2,1-dlisothiazole-3,6,11-triones and 2-[(alkylamino)methyl]-3,6,11-trioxo-2,3,6,11-tetrahydroanthra[2,1-d]isothiazole I-oxides, respectively.