丁硫代酰胺,3-羰基-N-苯基- | 10374-66-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 丁硫代酰胺,3-羰基-N-苯基-
• 英文名称: 3-oxo-N-phenylbutanethioamide
• 英文别名: N-phenyl-3-oxobutanethioamide
• CAS: 10374-66-0
• 化学式: C₁₀H₁₁NOS
• mdl: MFCD01001134
• 分子量: 193.269
• InChiKey: VUSNAHINYXHHFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丁硫代酰胺,3-羰基-N-苯基- 在 sodium hydroxide 作用下， 以 叔丁醇 为溶剂， 反应 0.5h， 生成 2-anilino-2-ethoxy-3-oxothiobutanoic acid anilide
  参考文献：
  名称：

  Spectroscopic Study of the Conformation of 2-Anilino-2-ethoxy-3-oxothiobutyric Acid Anilides

  摘要：

  An NMR study of the equilibrium mixture of two conformers of 2-anilino-2-ethoxy-3-oxothiobutyric acid anilides 3 allows to estimate their population ratio in solvents of increasing polarity. X-Ray analysis as well as IR spectroscopy confirmed that the conformer present in the solid state is stabilized by two hydrogen bonds. The structural basis of the second conformer observed in solution is the 1,4-type S...O interaction between the sulfur of the thioanilide moiety and the oxygen of the ethoxy group with a distance of 2.878 Angstrom.

  DOI：

  10.1007/s007060070022
• 作为产物：
  描述：

  2-acetyl-1-thioacetoacetanilide 在 氢氧化钾 作用下， 生成 丁硫代酰胺,3-羰基-N-苯基-
  参考文献：
  名称：

  Barnikow,G. et al., Justus Liebigs Annalen der Chemie, 1966, vol. 695, p. 49 - 54

  摘要：

  DOI：

文献信息

• Novel crotonanilides
  申请人：Roussel-UCLAF

  公开号：US04014679A1

  公开（公告）日：1977-03-29

  Novel crotonanilides of the formula ##STR1## wherein Z is selected from the group consisting of --O-- and --S--, R is selected from the group consisting of alkyl of 1 to 6 carbon atoms and optionally substituted phenyl, X and Y are individually selected from the group consisting of hydrogen, halogen, lower alkyl of 1 to 6 carbon atoms optionally substituted with at least one halogen, alkoxy of 1 to 3 carbon atoms, alkylthio and alkylsulfinyl of 1 to 6 carbon atoms, acyl of an organic carboxylic acid of 1 to 6 carbon atoms, --NO.sub.2 and --CF.sub.3, R.sub.1 is selected from the group consisting of hydrogen, chlorine, bromine, alkoxycarbonyl with 1 to 6 alkyl carbon atoms, nitro and alkylthio, alkylsulfinyl and alkylsulfonyl of 1 to 3 alkyl carbon atoms and R.sub.2 is alkyl of 1 to 6 carbon atoms, said compounds existing in the form of their E or Z isomers or mixtures thereof and having herbicidal properties.

  具有通式##STR1##的新型巴豆酰苯胺，其中Z选自--O--和--S--，R选自1至6个碳原子的烷基和可任选取代的苯基，X和Y各自选自氢、卤素、1至6个碳原子的低级烷基（可任选至少一个卤素取代）、1至3个碳原子的烷氧基、烷硫基和1至6个碳原子的烷基亚砜、1至6个碳原子的有机羧酸酰基、--NO2和--CF3，R1选自氢、氯、溴、1至6个烷基碳原子的烷氧羰基、硝基、烷硫基、1至3个烷基碳原子的烷基亚砜和烷基磺酰基，R2是1至6个碳原子的烷基，这些化合物以E或Z异构体或其混合物的形式存在，并具有除草活性。
• CERIUM (IV) MEDIATED OXIDATIVE DIMERIZATION OF 3-OXOACID ANILIDES AND THEIR CYCLIZATIONS
  作者：B. Zaleska、S. Lis

  DOI：10.1081/scc-100000198

  日期：2001.1

  Investigation of the behavior of several anilides of 3- oxoacids in oxidation reaction with ceric ammonium nitrate has shown that selective intermolecular C-C bond formation, which led to their dimers, is typical of these compounds. These dimeric species were cyclized in two routes, A and B, leading to 3-[2′-(1′-aniline-3′-oxo)-indene]-quinoline-2-on derivatives with HCl(g) (Route A), and with application

  对 3-含氧酸的几种苯胺在与硝酸铈铵的氧化反应中的行为的研究表明，选择性分子间 CC 键形成，导致它们的二聚体，是这些化合物的典型特征。这些二聚体在两条路线 A 和 B 中环化，产生 3-[2'-(1'-aniline-3'-oxo)-indene]-quinoline-2-on 衍生物与 HCl(g)（路线 A )，并使用 H2SO4 作为环化剂，得到呋喃-3,4-二羧酸衍生物（路线 B）。
• Organocatalytic Enantioselective Aminoalkylation of 5‐Aminopyrazole Derivatives with Cyclic Imines
  作者：Laura Carceller‐Ferrer、Aleix González del Campo、Carlos Vila、Gonzalo Blay、M. Carmen Muñoz、José R. Pedro

  DOI：10.1002/ejoc.202001314

  日期：2020.12.31

  The first enantioselective alkylation of 5‐aminopyrazoles is described with good results. The organocatalytic alkylation of 5‐aminopyrazoles have been accomplished using benzoxathiazine 2,2‐dioxides as electrophiles and a bifunctional squaramide organocatalyst.

  描述了5-氨基吡唑的第一个对映选择性烷基化，结果良好。5-氨基吡唑类化合物的有机催化烷基化已使用苯并恶嗪2,2-二氧化物作为亲电子试剂和双功能方酰胺有机催化剂完成。
• Cycloacylation of N-Phenyl-3-oxobutanethioamide with 3-Aryl-2-propenoyl Chlorides
  作者：V. N. Britsun、A. N. Borisevich、L. S. Samoilenko、M. O. Lozinskii

  DOI：10.1007/s11178-005-0158-2

  日期：2005.2

  Reactions of N-phenyl-3-oxobutanethioamide with 3-aryl-2-propenoyl chlorides in acetone in the presence of potassium carbonate give rise to 4-aryl-5-acetyl-1-phenyl-6-thioxopiperidin-2-ones, 2-aryl-5-acetyl-6-phenylamino-2,3-dihydro-4H-thiopyran-4-ones, and 6-aryl-2-acetonylidene-3-phenyl-5,6-dihydro-4H-1,3-thiazin-4-ones whose structure was proved both by spectral methods and chemical transformations.

  N-苯基-3-氧代丁硫胺与3-芳基-2-丙烯酰氯在醋酮中存在碳酸钾的条件下反应，生成4-芳基-5-乙酰-1-苯基-6-硫代哌啶-2-酮、2-芳基-5-乙酰-6-苯基氨基-2,3-二氢-4H-噻吩-4-酮和6-芳基-2-乙酰烯基-3-苯基-5,6-二氢-4H-1,3-硫氮烯-4-酮，其结构通过光谱方法和化学转化得到了证实。
• Oxalylation of the 3-oxo-N-phenyl-3-R-propanethioamides
  作者：V. N. Britsun、A. N. Borisevich、L. S. Samoylenko、A. N. Chernega、M. O. Lozynskii

  DOI：10.1007/s11172-005-0318-0

  日期：2005.3

  Oxalylation of 3-oxo-N-phenyl-3-R-propanethioamides in aprotic solvents in the temperature range from −40°C to +20°C results in 4-acyl-5-phenylamino-2,3-dihydrothiophene-2,3-diones and 2-(2-oxo-2-R-ethylidene)-3-phenyl-1,3-thiazolidine-4,5-diones, while in the presence of potassium carbonate, potassium 4-acyl-2,3-dioxo-1-phenyl-2,3-dihydro-1H-pyrrole-5-thiolates are formed.

  在 -40°C 至 +20°C 的温度范围内，3-氧代-N-苯基-3-R-丙硫酰胺在无相溶剂中发生草酰化反应，生成 4-酰基-5-苯基氨基-2,3-二氢噻吩-2.3-二酮和 2-（2-氧代-2-R-亚乙基）-3-苯基-1,3-噻唑烷-4,5-二酮、3-二酮和 2-(2-氧代-2-R-亚乙基)-3-苯基-1,3-噻唑烷-4,5-二酮，而在碳酸钾存在下，会生成 4-酰基-2,3-二氧代-1-苯基-2,3-二氢-1H-吡咯-5-硫酸酯钾盐。