N-(4,5-dihydro-3-methyl-1,3-thiazol-2-ylidene)aniline | 2933-37-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(4,5-dihydro-3-methyl-1,3-thiazol-2-ylidene)aniline
• 英文别名: (3-methylthiazolidin-2-ylidene)-(phenyl)-amine；2-(phenylimino)-3-methylthiazolidine；2-phenylimino-N-methyl-thiazolidine；3-methyl-2-phenyliminothiazolidine；(3-methyl-thiazolidin-2-ylidene)-phenyl-amine；(3-Methyl-thiazolidin-2-yliden)-phenyl-amin；N-[(2E)-3-methyl-1,3-thiazolidin-2-ylidene]aniline；3-methyl-N-phenyl-1,3-thiazolidin-2-imine
• CAS: 2933-37-1
• 化学式: C₁₀H₁₂N₂S
• 分子量: 192.285
• InChiKey: GACCHRZLNADJNW-UHFFFAOYSA-N

物化性质

• 熔点：
  93 °C
• 沸点：
  302.1±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 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：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  硫代异氰酸苯酯 在 盐酸 作用下， 生成 N-(4,5-dihydro-3-methyl-1,3-thiazol-2-ylidene)aniline
  参考文献：
  名称：

  Dains et al., Journal of the American Chemical Society, 1925, vol. 47, p. 1983

  摘要：

  DOI：

文献信息

• Tri(hetero)substituted Carbonium Ions. VII. Effect of the Ring System on the Ambident Reactivity of Cyclic Dithiocarbamidium Ions
  作者：Takeshi Nakai、Kazuhisa Hiratani、Makoto Okawara

  DOI：10.1246/bcsj.47.398

  日期：1974.2

  dithiocarbamidium ions, two endo-imimum type cations, 2-methylthio-3-methyl-4,5-dihydrothiazolium ion (5) and 2,3,5,6-tetrahydrothiazolo-[2,3-b]-thiazolium ion (6) were prepared. Their electrophilic reactivities were studied and compared with those of the exo-iminium type cations, 2-dimethylamino-1,3-dithiolan-2-ylium ion (1) and its ring analogues. 3-Di-methylamino-2,4-benzodithiepan-3-ylium ion (7) was prepared

  为了研究结构对环状二硫氨基鎓离子的环境反应性的影响，两种内向亚胺型阳离子，2-甲硫基-3-甲基-4,5-二氢噻唑鎓离子 (5) 和 2,3,5,6-制备了四氢噻唑并-[2,3-b]-噻唑鎓离子(6)。研究了它们的亲电反应性，并与外亚胺鎓型阳离子、2-二甲氨基-1,3-二硫戊环-2-ylium 离子 (1) 及其环类似物的亲电反应性进行了比较。制备了 3-Di-methylamino-2,4-benzodithiepan-3-ylium 离子 (7) 并研究了其环境反应性。对它们与各种亲核试剂反应所得产物的检查表明，这三种阳离子具有两个反应位点，即中心（sp2）碳（位点 a）和 S-亚甲基（或 S-甲基）（sp3）碳原子（站点 b)。观察到内亚胺和外亚胺型阳离子的亲电行为的显着差异。根据光谱估计的结构对它们进行了讨论。动力学实验表明，反应性在...
• Recherches sur la formation et la transformation des esters LXIV. Acides aminoalcoylsulfuriques et isothiocyanates: N-thiocarbamylation sans ou avec alcoylation cyclisante intramoléculaire
  作者：Emile Cherbuliez、Br. Baehler、S. Jaccard、H. Jindra、G. Weber、G. Wyss、J. Rabinowitz

  DOI：10.1002/hlca.19660490124

  日期：——

  Aminoalkyl sulfuric monoesters with primary or secondary amino groups – with the exception of colaminesulfuric monoester – react with isothiocyanates in the presence of one equivalent of a base to yield the corresponding hydrosoluble salts of [N-aryl(aralkyl or alkyl)thiocarbamoyl]-aminoalkyl sulfates.

  具有伯氨基或仲氨基的氨基烷基硫酸单酯（除了三聚氰胺硫酸单酯除外）在一当量碱的存在下与异硫氰酸酯反应，生成相应的[N-芳基（芳烷基或烷基）硫代氨基甲酰基]-氨基烷基硫酸盐的水溶性盐。
• A convenient method for the synthesis of 2-amino substituted aza-heterocycles from N,N′-disubstituted thioureas using TsCl/NaOH
  作者：Uwe Heinelt、Daniela Schultheis、Siegfried Jäger、Marion Lindenmaier、Annett Pollex、Henning S.g. Beckmann

  DOI：10.1016/j.tet.2004.08.031

  日期：2004.10

  p-Toluenesulfonyl chloride (TsCl)/NaOH has been introduced as reagent combination for the synthesis of 2-amino-oxa- or 2-amino-thiazolidines from N-(2-hydroxyethyl)-thioureas, but its general application in heterocycle synthesis has not been investigated. In this paper the convenient and efficient synthesis of a variety of 2-amino-substituted 1-aza 3-(aza, oxo or thio) heterocycles of different substitution and ring sizes is described. The application of polymer-supported TsCl facilitates work-up and renders the reaction conditions very suitable for parallel or robot synthesis. (C) 2004 Elsevier Ltd. All rights reserved.
• Mizrakh, L. I.; Polonskaya, L. Yu.; Gvozdetskii, A. N., Journal of general chemistry of the USSR, 1986, p. 62 - 69
  作者：Mizrakh, L. I.、Polonskaya, L. Yu.、Gvozdetskii, A. N.、Vasil'ev, A. M.

  DOI：——

  日期：——
• One-pot synthesis of 2-phenylaminothiazolines from N-2-hydroxyethyl)-N′-phenylthioureas
  作者：Taek Hyeon Kim、Jung Ki Min、Gue-Jae Lee

  DOI：10.1016/s0040-4039(99)01704-9

  日期：1999.11

  2-Phenylaminothiazolines 3 were synthesized from N-(2-hydroxyethyl)-N'-phenylthioureas 2 by a one-pot reaction using p-toluenesulfonyl chloride (TsCl) and NaOH or Et3N. (C) 1999 Elsevier Science Ltd. All rights reserved.