Dimethyl isothiocyanato-fumarate | 67213-47-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Dimethyl isothiocyanato-fumarate
• 英文别名: Isothiocyanofumaric acid dimethyl ester；dimethyl (Z)-2-isothiocyanatobut-2-enedioate
• CAS: 67213-47-2
• 化学式: C₇H₇NO₄S
• 分子量: 201.203
• InChiKey: QFHXNFPTOOUXIF-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  97
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Dimethyl isothiocyanato-fumarate 生成 methyl (2Z)-2-(1-but-3-yn-2-yl-5-oxo-2-sulfanylideneimidazolidin-4-ylidene)acetate
  参考文献：
  名称：

  THIEME P. C.; HAEDICKE E., J. LIEBIGS ANN CHEM., 1978, NO 2, 227-237

  摘要：

  DOI：
• 作为产物：
  描述：

  Z-thiocyanato-2 butene-2 dioate de methyle 、 potassium thioacyanate 生成 Dimethyl isothiocyanato-fumarate
  参考文献：
  名称：

  THIEME P. C.; HAEDICKE E., J. LIEBIGS ANN CHEM., 1978, NO 2, 227-237

  摘要：

  DOI：

文献信息

• Preparation and Characterization of Ergoline Thiazolidinones and an Ergoline Imidazolidinone
  作者：Karlheinz Seifert、Sigrid Härtling、Siegfried Johne

  DOI：10.1002/ardp.19863190314

  日期：——

  The preparation of the ergoline thiazolidinones 2,3 and the ergoline imidazolidinone 5 is described. The 13C‐ and 15N‐NMR spectra of the 15N‐labelled compounds 15N‐ 2a and 15N‐3a allow the distinction of the two isomers.

  描述了麦角啉噻唑烷酮 2,3 和麦角啉咪唑烷酮 5 的制备。15N 标记的化合物 15N-2a 和 15N-3a 的 13C-和 15N-NMR 谱图可以区分这两种异构体。
• Heterocycles by cascade reactions of versatile thioureido-acetamides
  作者：Jens Schmeyers、Gerd Kaupp

  DOI：10.1016/s0040-4020(02)00794-9

  日期：2002.9

  Thioureido-acetamides (1) are quantitatively accessible by gas-solid reaction of amines with thiohydantoins. They are useful starting materials for various heterocyclic syntheses in one-pot cascade reactions with excellent atom economy: 2-iminothiazoles (5) are quantitatively formed from 1 and phenacyl bromide in the solid state. Thioparabanic acids (9) are easily accessible from oxalyl dichloride and 1. Benzils react with 1 to afford functionalized 5,5-diaryl-thiohydantoins (14) and dimethylacetylene dicarboxylate gives 2-imino-5-methylene-thiazolidine-4-ones (17) and (18) upon reaction with 1. The one-pot syntheses of imidazo[1,2-c]pyrimidines (25) and (28) from 1 with benzaldehydes and ethyl cyanoacetate or malodinitrile are benign new accesses to these important heterocycles. All product structures are determined from spectroscopic and chemical data and preferred tautomers are judged by DFT calculations at the B3LYP/6-31G* level. (C) 2002 Elsevier Science Ltd. All rights reserved.