4-methylamino-2(5H)-furanone | 30290-18-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: 4-methylamino-2(5H)-furanone
• 英文别名: 4-(methylamino)furan-2(5H)-one；4-Methylaminofuran-2(5H)-on；4-methylamino-5H-furan-2-one；N-methyl-4-amino-2(5H)-furanon；4-[methyl(pyrid-3-ylmethyl)amino]furan-2(5H)-one；3-(methylamino)-2H-furan-5-one
• CAS: 30290-18-7
• 化学式: C₅H₇NO₂
• mdl: MFCD19217140
• 分子量: 113.116
• InChiKey: RMSSLCSOZKTRDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methylamino-2(5H)-furanone 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 乙二醇二甲醚 、 乙腈 为溶剂， 反应 6.5h， 生成 3-methoxymethyl-4-(N-methylamino)-2(5H)furanone
  参考文献：
  名称：

  2(3H)- and 2(5H)-Furanones. III. An Efficient Synthesis and the Eschenmoser-Mannich Reaction of N-Substituted 4-Amino-2(5H)-furanones

  摘要：

  DOI：

  10.3987/com-88-4594
• 作为产物：
  描述：

  ethyl 4-chloro-3-(methylamino)but-2-enoate 以 甲苯 为溶剂， 反应 4.0h， 以71%的产率得到4-methylamino-2(5H)-furanone
  参考文献：
  名称：

  METHOD FOR PRODUCING 4-AMINOBUT-2-ENOLIDES

  摘要：

  本发明涉及一种制备4-氨基丁-2-烯醇酰胺的方法，以及通过本发明的方法经过或使用的相应中间体和起始化合物。

  公开号：

  US20100204480A1

文献信息

• Novel Process for the Preparation of 4-Aminobut-2-enolides
  申请人：LUI Norbert

  公开号：US20110054182A1

  公开（公告）日：2011-03-03

  Process for the preparation of 4-aminobut-2-enolide compounds of the formula (I): comprising reaction of a 4-(methylamino)furan-2(5H)-one compound of the formula (II) with an amine of the formula (III) in which R 1 and A have the definitions mentioned in the description, optionally in the presence of a Brønstedt acid.

  制备式(I)的4-氨基丁-2-烯酮类化合物的过程包括式(II)的4-(甲氨基)呋喃-2(5H)-酮化合物与式(III)的胺反应，其中R1和A的定义在说明中提到，可选地在Brønstedt酸的存在下进行。
• Process for the preparation of 4-aminobut-2-enolides
  申请人：BayerCrop Science AG

  公开号：US08314242B2

  公开（公告）日：2012-11-20

  Process for the preparation of 4-aminobut-2-enolide compounds of the formula (I): comprising reaction of a 4-(methylamino)furan-2(5H)-one compound of the formula (II) with an amine of the formula (III) in which R1 and A have the definitions mentioned in the description, optionally in the presence of a Brønstedt acid.

  制备4-氨基丁-2-烯酮类化合物的过程（公式（I）），包括将公式（II）的4-（甲氨基）呋喃-2（5H）-酮化合物与公式（III）中的胺反应，其中R1和A的定义如说明中所述，可选地在Brønstedt酸的存在下进行反应。
• Method for producing 4-aminobut-2-enolides
  申请人：Lui Norbert

  公开号：US08487112B2

  公开（公告）日：2013-07-16

  The present invention relates to a process for preparing 4-aminobut-2-enolides and also corresponding intermediates and starting compounds which are passed through or used in the process according to the invention.

  本发明涉及一种制备4-氨基丁-2-烯酮的方法，以及按照本发明经过或用于该过程的相应中间体和起始化合物。
• Torquoselective 6π-Electron Electrocyclic Ring Closure of 1-Azatrienes Containing Acyclic Chirality at the <i>C</i>-Terminus
  作者：Nadiya Sydorenko、Richard P. Hsung、Eymi L. Vera

  DOI：10.1021/ol060932t

  日期：2006.6.1

  Torquoselective pericyclic ring closures of 1-azatrienes that contain acyclic chirality at the C-terminus are described herein.
• Synthesis and Properties of Polyfunctional Cyclic β-Alkoxy-α,β-Unsaturated Ketones Based on 4-Methylene-1,3-dioxolanes
  作者：Igor I. Gerus、Olga A. Balabon、Sergiy V. Pazenok、Norbert Lui、Ivan S. Kondratov、Karen V. Tarasenko、Elena N. Shaitanova、Viktor E. Ivasyshyn、Valery P. Kukhar

  DOI：10.1002/ejoc.201800786

  日期：2018.8.1

  New CCl3‐ and CF3‐substituted enones, bearing additional hidden hydroxymethyl functions, were prepared by acylation of 4‐methylene 1,3‐dioxolanes. The synthesized enones are interesting building blocks for agrochemical and medicinal chemistry research. The reactivity of synthesized enones with various amines was studied, and enaminones 13 and 14 were obtained under NH3 interaction; the reaction with aliphatic primary amines afforded enaminones 17 in high yields as equilibrium mixtures of E and Z isomers. The reaction of fluorinated enone 9c with anilines afforded a mixture of products, including non‐aromatic heterocyclic compounds 25 and 26 bearing the CF3 group as well as furan 27 with CF3 and amino functions at positions 5 and 3, respectively. The hydrolysis of enone 9c afforded cyclic compound 11.