2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide | 1236311-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻嗪类
• 英文名称: 2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide
• 英文别名: 2-Ethyl-1-oxo-3,1lambda4-benzoxathiin-4-one；2-ethyl-1-oxo-3,1λ4-benzoxathiin-4-one
• CAS: 1236311-86-6
• 化学式: C₁₀H₁₀O₃S
• 分子量: 210.254
• InChiKey: FQYCOBXKTBRVMP-UHFFFAOYSA-N

物化性质

• 沸点：
  455.4±34.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide 在 氨 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以43%的产率得到1,2-苯并异噻唑-3-酮
  参考文献：
  名称：

  Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides

  摘要：

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.094
• 作为产物：
  描述：

  2-ethylbenzo[d]-1,3-oxathiin-4-one 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到2-ethylbenzo[d]-1,3-oxathiin-4-one 1-oxide
  参考文献：
  名称：

  Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides

  摘要：

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.03.094

文献信息

• Synthesis of 1,2-benzisothiazolin-3-ones by ring transformation of 1,3-benzoxathiin-4-one 1-oxides
  作者：Masao Shimizu、Teruaki Shimazaki、Tetsuya Yoshida、Wataru Ando、Takeo Konakahara

  DOI：10.1016/j.tet.2012.03.094

  日期：2012.5

  1,2-Benzisothiazolin-3-ones were synthesized from 1,3-benzoxathiin-4-one 1-oxides by means of a nonhazardous and inexpensive method. The 1,3-benzoxathiin-4-one 1-oxides were prepared by oxidation of 1,3-benzoxathiin-4-ones with hydrogen peroxide in the presence of a catalyst. Attack of amines on the carbonyl groups of the 1,3-benzoxathiin-4-one 1-oxides and subsequent elimination of carbonyl compounds likely produced sulfenic acids, which then underwent ring closure to afford the 1,2-benzisothiazolin-3-ones. (C) 2012 Elsevier Ltd. All rights reserved.