2-[(5-chloro-3-oxo-3H-1,2-dithiol-4-yl)(isopropyl)amino]ethyl formate | 950179-84-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[(5-chloro-3-oxo-3H-1,2-dithiol-4-yl)(isopropyl)amino]ethyl formate
• 英文别名: 5-chloro-4-{N-[2-(formyloxy)ethyl]-N-isopropylamino}-3H-1,2-dithiol-3-one；2-[(3-Chloro-5-oxodithiol-4-yl)-propan-2-ylamino]ethyl formate
• CAS: 950179-84-7
• 化学式: C₉H₁₂ClNO₃S₂
• 分子量: 281.784
• InChiKey: SFGCLDZXVRQRKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  97.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-[(5-chloro-3-oxo-3H-1,2-dithiol-4-yl)(isopropyl)amino]ethyl formate 在 三乙烯二胺 、 二氯化二硫 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以78%的产率得到2-(3-oxo-5-thioxo-3H,4H,5H-bis[1,2]dithiolo[3,4-b:4',3'-e][1,4]thiazin-4-yl)ethyl formate
  参考文献：
  名称：

  Selective synthesis of bis[1,2]dithiolo[1,4]thiazines from 4-isopropylamino-5-chloro-1,2-dithiole-3-ones

  摘要：

  Reaction of 4-isopi-opylamiiio-5-chloro-1,2-dithiole-3-oiies 3 and S2Cl2 in acetonitrile gave selectively 3-oxo-bis[1,2]dithiolo[1,4]tliiazine-5-tiliones I by the addition of triethylamine and bis[1,2]dithiolo[1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N,N-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines 6 with S,Cl, in the presence of Et3N. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.071
• 作为产物：
  描述：

  2-[Di(propan-2-yl)amino]ethyl formate 在 三乙烯二胺 、 二氯化二硫 、 甲酸 作用下， 以 氯仿 为溶剂， 反应 96.0h， 以45%的产率得到2-[(5-chloro-3-oxo-3H-1,2-dithiol-4-yl)(isopropyl)amino]ethyl formate
  参考文献：
  名称：

  Selective synthesis of bis[1,2]dithiolo[1,4]thiazines from 4-isopropylamino-5-chloro-1,2-dithiole-3-ones

  摘要：

  Reaction of 4-isopi-opylamiiio-5-chloro-1,2-dithiole-3-oiies 3 and S2Cl2 in acetonitrile gave selectively 3-oxo-bis[1,2]dithiolo[1,4]tliiazine-5-tiliones I by the addition of triethylamine and bis[1,2]dithiolo[1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N,N-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines 6 with S,Cl, in the presence of Et3N. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.071

文献信息

• Transformations of N-ethylamines into amide derivatives under the action of sulfur monochloride
  作者：L. S. Konstantinova、A. A. Berezin、O. A. Rakitin

  DOI：10.1007/s11172-007-0179-9

  日期：2007.6

  Tertiary N-ethylamines were converted into amide derivatives by reactions with sulfur monochloride and DABCO at 0 °C. Depending on the nature of the substituents in the amine, the reaction can be accompanied by unexpected transformations.

  通过在 0 °C 下与一氯化硫和 DABCO 反应，将叔 N-乙胺转化为酰胺衍生物。根据胺中取代基的性质，该反应可能伴随着意想不到的转变。
• Selective synthesis of bis[1,2]dithiolo[1,4]thiazines from 4-isopropylamino-5-chloro-1,2-dithiole-3-ones
  作者：Lidia S. Konstantinova、Andrej A. Berezin、Kirill A. Lysov、Oleg A. Rakitin

  DOI：10.1016/j.tetlet.2007.06.071

  日期：2007.8

  Reaction of 4-isopi-opylamiiio-5-chloro-1,2-dithiole-3-oiies 3 and S2Cl2 in acetonitrile gave selectively 3-oxo-bis[1,2]dithiolo[1,4]tliiazine-5-tiliones I by the addition of triethylamine and bis[1,2]dithiolo[1,4]thiazine-3,5-diones 5 under the action of formic acid. 3,5-Diones 5 were also obtained by intramolecular cyclization of N,N-bis(5-chloro-3-oxo[1,2]dithiol-4-yl)amines 6 with S,Cl, in the presence of Et3N. (c) 2007 Elsevier Ltd. All rights reserved.