3-[(2-氨基苯基)硫代]丙腈 | 4327-52-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 3-[(2-氨基苯基)硫代]丙腈
• 中文别名: 3-[(2-氨基苯基)巯基]丙腈
• 英文名称: 1-cyano-2-(2-aminophenylthio)ethane
• 英文别名: 3-(2-aminophenylthio)propanenitrile；o-Aminophenylsulfanylpropionitrile；β-Cyanethyl-2-aminophenylsulfid；3-(2-Aminophenylthio)-propionitril；Cyanaethyl-(2-amino-phenyl)-sulfid；3-[(2-Aminophenyl)sulfanyl]propanenitrile；3-(2-aminophenyl)sulfanylpropanenitrile
• CAS: 4327-52-0
• 化学式: C₉H₁₀N₂S
• mdl: MFCD00047835
• 分子量: 178.258
• InChiKey: QPVYTARWIXLUFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  75.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  3-[(2-氨基苯基)硫代]丙腈 在 水 、 碳酸氢钠 、 三氟乙酸 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 92.0h， 生成 2,3-二氢-1,5-苯并硫氮杂卓-4(5H)-酮
  参考文献：
  名称：

  一种新的杂环系统：咪唑并[2,1-d] [1,5]苯并硫氮杂pine。由4-氨基-2,3-二氢-1,5-苯并噻氮平合成

  摘要：

  描述了4-氨基-2,3-二氢-1,5-苯并噻氮平的合成及其向新杂环咪唑并[2,1- d ] [1,5]苯并噻氮平的转化。

  DOI：

  10.1002/jhet.5570220439
• 作为产物：
  描述：

  2-氨基苯并噻唑 在 ammonium thioglycolate 、 potassium hydroxide 作用下， 以 水 、 乙二醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[(2-氨基苯基)硫代]丙腈
  参考文献：
  名称：

  A Simple and Efficient Method for Synthesis of Benzothiazepine Derivatives

  摘要：

  A series of 1,5-benzothiazepines were synthesized using disulfides and alpha,beta-unsaturated carbonyl or nitrite compounds as reaction substrates. After reductive cleavage of the S-S bond of disulfides, the resulting thiols were reacted with alpha,beta-unsaturated carbonyl or nitrite compounds to generated seven-membered heterocyclic compounds. In the presence of ammonium thioglycolate, the Michael reaction occurred between disulfides (1) and 4-methyl-3-penten-2-one to give 2,2,4-trymethyl-3H-1,5-benzothiazepine derivatives in good yields. When ethyl acrylate or acrylonitrile was used as the Michael acceptor, 90-99% of (2-amino-phenylsulfanyl)propionitriles (3) and/or 92-99% of (2-amino-phenylsulfanyl)propionic acid ethyl esters (4) were produced. Subsequently, the 1,5-benzothiazepine compounds 5 and 6 were obtained due to the cyclization reaction.

  DOI：

  10.3987/com-10-12100

文献信息

• Catalysis by an ionic liquid: efficient conjugate addition of thiols to electron deficient alkenes catalyzed by molten tetrabutylammonium bromide under solvent-free conditions
  作者：Brindaban C Ranu、Suvendu S Dey、Alakananda Hajra

  DOI：10.1016/s0040-4020(03)00289-8

  日期：2003.3

  An inexpensive and readily available ionic liquid, tetrabutylammonium bromide in the molten state, efficiently catalyzes the conjugate addition of thiols to α,β-unsaturated nitriles, carboxylic ester, ketones and aldehydes as well as nitro olefins.

  一种廉价且易于获得的离子液体，熔融态的四丁基溴化铵，可有效催化硫醇与α，β-不饱和腈，羧酸酯，酮和醛以及硝基烯烃的共轭加成反应。
• Synthesis of fused 1,2,4-thiadiazoles from ω-amino nitriles and thioacyl isothiocyanates
  作者：Gerrit L'abbé、Bart D'hooge、Wim Dehaen

  DOI：10.1039/p19960000225

  日期：——

  Fused 1,2,4-thiadiazoles can be prepared in high yields from cyano substituted amines and thiocarbamoyl isothiocyanates by oxidation of the intermediate dithiobiurets.
• Thermal decomposition of 2-(cyanoethylthio)benzenediazonium tetrafluoroborate in acetonitrile solution
  作者：D. C. Lankin、R. C. Petterson、R. A. Velazquez

  DOI：10.1021/jo00932a029

  日期：1974.9
• WALIA, JASJIT, S.;WALIA, AMRIK, S.;LANKIN, D. C.;PETTERSON, R. C.;SINGH, +, J. HETEROCYCL. CHEM., 1985, 22, N 4, 1117-1119
  作者：WALIA, JASJIT, S.、WALIA, AMRIK, S.、LANKIN, D. C.、PETTERSON, R. C.、SINGH, +

  DOI：——

  日期：——
• A Simple and Efficient Method for Synthesis of Benzothiazepine Derivatives
  作者：Tetsuo Miyakoshi、Saori Itabashi、Rong Lu

  DOI：10.3987/com-10-12100

  日期：——

  A series of 1,5-benzothiazepines were synthesized using disulfides and alpha,beta-unsaturated carbonyl or nitrite compounds as reaction substrates. After reductive cleavage of the S-S bond of disulfides, the resulting thiols were reacted with alpha,beta-unsaturated carbonyl or nitrite compounds to generated seven-membered heterocyclic compounds. In the presence of ammonium thioglycolate, the Michael reaction occurred between disulfides (1) and 4-methyl-3-penten-2-one to give 2,2,4-trymethyl-3H-1,5-benzothiazepine derivatives in good yields. When ethyl acrylate or acrylonitrile was used as the Michael acceptor, 90-99% of (2-amino-phenylsulfanyl)propionitriles (3) and/or 92-99% of (2-amino-phenylsulfanyl)propionic acid ethyl esters (4) were produced. Subsequently, the 1,5-benzothiazepine compounds 5 and 6 were obtained due to the cyclization reaction.