ethyl 4-methyl-2-phenyl-Δ⁴-thiazoline-5-carboxylate | 16156-85-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-methyl-2-phenyl-Δ⁴-thiazoline-5-carboxylate
• 英文别名: 4-methyl-3-phenyl-2-phenylimino-2,3-dihydro-thiazole-5-carboxylic acid ethyl ester；Ethyl 4-methyl-3-phenyl-2-phenylimino-4-thiazolin-5-carboxylat；2-Phenylimino-3-phenyl-4-methyl-5-carbethoxy-4-thiazolin；Ethyl 4-methyl-3-phenyl-2-phenylimino-1,3-thiazole-5-carboxylate
• CAS: 16156-85-7
• 化学式: C₁₉H₁₈N₂O₂S
• 分子量: 338.43
• InChiKey: WFGIJPBLGHZXHY-UHFFFAOYSA-N

物化性质

• 熔点：
  151-152 °C
• 沸点：
  471.6±55.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  67.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl cyano<thio>acetate 在 三乙胺 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 80.0h， 生成 ethyl 4-methyl-2-phenyl-Δ⁴-thiazoline-5-carboxylate
  参考文献：
  名称：

  Singh, Harjit; Ahuja, Amarjit S.; Malhotra, Nageshwar, Journal of the Chemical Society. Perkin transactions I, 1982, p. 653 - 656

  摘要：

  DOI：

文献信息

• Catalyst free, regioselective one-pot three-component synthesis of thiazol-2-imine derivatives in ionic liquid
  作者：G. Santosh Kumar、S. Pushpa Ragini、H.M. Meshram

  DOI：10.1016/j.tetlet.2013.08.056

  日期：2013.11

  A one-pot three-component approach for the synthesis of thiazol-2-imines has been described by the reaction of amine, phenyl isothiocyanate and β-nitroacrylate in [Hbim]BF4 ionic liquid. The method is applicable for aromatic, benzylic, aliphatic and cyclic amines. Reusable reaction media, regioselectivity, mild reaction condition, catalyst free and high yield of products are the salient features of

  通过胺，异硫氰酸苯基酯和β-硝基丙烯酸酯在[Hbim] BF 4离子液体中的反应，已经描述了一种用于合成噻唑-2-亚胺的单锅三组分方法。该方法适用于芳族，苄基，脂肪族和环状胺。可重复使用的反应介质，区域选择性，温和的反应条件，无催化剂和高收率的产品是该方案的主要特征。
• Dash,B.C.; Mahapatra,G.N., Journal of the Indian Chemical Society, 1967, vol. 44, p. 939 - 942
  作者：Dash,B.C.、Mahapatra,G.N.

  DOI：——

  日期：——
• Study of reactions between 1,2-diaza-1,3-butadienes and N,N′-diaryl- or N,N′-dialkylthioureas
  作者：Orazio A Attanasi、Paolino Filippone、Elisabetta Foresti、Barbara Guidi、Stefania Santeusanio

  DOI：10.1016/s0040-4020(99)00827-3

  日期：1999.11

  1,2-Diaza-1,3-butadienes react with N,N'-diarylthioureas to give 2-(arylimino)-2,3-dihydrothiazole derivatives, whereas with N,N'-dialkylthioureas to afford 5,5-disubstituted 3-alkyl-2-(alkylimino)-thiazdidin-4-one derivatives. Under basic conditions, these last products surprisingly give rise to 2-thioxo-1,3,7-triazaspiro[4.4]non-8-en-4-one and 5-oxo-4-(4-substituted 5-oxo-2-thioxoimidazolidin-4yl)-2,5-dihydro-1H-pyrazole derivatives. In acidic medium, 5,5-disubstituted 3-alkyl-2-(alkylimino)-thiazolidin-4-ones are converted into 2-(alkylimino)-1-thia-3,7-diazaspiro[4.4]non-7-en-4-ones. X-Ray crystal structures of two products were determined. (C) 1999 Elsevier Science Ltd. All rights reserved.