3-Methyl-5-((E)-2-p-tolyl-vinyl)-isoxazol-4-ylamine | 905295-11-6

• 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: 3-Methyl-5-((E)-2-p-tolyl-vinyl)-isoxazol-4-ylamine
• 英文别名: 3-methyl-5-[2-(4-methylphenyl)ethenyl]-1,2-oxazol-4-amine
• CAS: 905295-11-6
• 化学式: C₁₃H₁₄N₂O
• 分子量: 214.267
• InChiKey: LZGQVCKXNYOECR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.04
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  52.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-Methyl-5-((E)-2-p-tolyl-vinyl)-isoxazol-4-ylamine 以 苯 为溶剂， 反应 8.0h， 生成 [2-[(Z)-Methylimino]-3-[3-methyl-5-((E)-2-p-tolyl-vinyl)-isoxazol-4-yl]-4-oxo-thiazolidin-(5E)-ylidene]-acetic acid methyl ester
  参考文献：
  名称：

  SYNTHESIS OF 5-METHYL-2-[2-METHYL/PHENYLIMINO-3-(3-METHYL-5-STYRYL-ISOXAZOL-4-YL)-2,3-DIHYDRO-THIAZOLE-4-CARBONYL]-2,4- DIHYDRO-PYRAZOL-3-ONES, 1,3,4-OXADIAZOLES AND 4-OXO-THIAZOLIN-5-YLIDENE-ACETIC ACID METHYL ESTERS

  摘要：

  DOI：

  10.1515/hc.2006.12.2.123
• 作为产物：
  描述：

  3-甲基-5-[2-(4-甲基苯基)乙烯基]-4-硝基-1,2-恶唑 在 盐酸 、 tin(ll) chloride 作用下， 以 水 为溶剂， 生成 3-Methyl-5-((E)-2-p-tolyl-vinyl)-isoxazol-4-ylamine
  参考文献：
  名称：

  Synthesis of 2([Methyl-5-[(E)-2-aryl-1-ethenyl]-4-isoxazolyl]imino)-1,3-thiazolan-4-ones and Their Mannich Bases

  摘要：

  Isoxazolyl chloroacetamides (2) were obtained from 4-amino-3-methyl-5-styrylisoxazoles (1) on reaction with chloroacetyl chloride. Cyclocondensation of 2 with NH4SCN yielded 2([-methyl-5-(E)-2-aryl-1-ethenyl]-4-isoxazolylimino)-1,3-thiazolan-4-ones(3). Mannich reaction of 3 with formaldehyde and secondary amines gave isoxazolyl thiazolidinone Mannich bases (4 and 5).

  DOI：

  10.1080/10426500801967856

文献信息

• Water-acetic acid mediated an efficient one-pot eco-friendly synthesis of novel bis-isoxazolopyrroloquinoline derivatives
  作者：Sri Venkateswarlu Rayudu、Dipankar Karmakar、Pramod Kumar

  DOI：10.1016/j.tetlet.2019.151025

  日期：2019.9

  An efficient, cost-effective and environmentally benign synthesis of novel tetracyclic bis-isoxazolopyrroloquinoline derivatives has been developed via one-pot four-component reaction of 4-amino-3-methyl-5-styrylisoxazoles, dimedone, aryl glyoxal monohydrates and 5-amino-3-methylisoxazole by employing water as a reaction medium and acetic acid (AcOH) as a green promoter. The advantages of this protocol

  通过4-氨基-3-甲基-5-苯乙烯基恶唑，二甲酮，芳基乙二醛一水合物和5-氨基的一锅四组分反应，开发了一种新型的四环双-异恶唑并吡咯并喹啉衍生物的高效，经济，环保的合成方法。通过使用水作为反应介质和使用乙酸（AcOH）作为绿色促进剂来制备-3-甲基异恶唑。该方案的优点是环保，无金属，反应时间短，操作简便，产率高，底物范围广且易于纯化。最重要的是，此方法是绿色的。
• DABCO-promoted facile and convenient synthesis of novel isoxazolyl-1H-2,3-pyrrole dicarboxylates
  作者：Rajanarendar Eligeti、Kishore Baireddy、Ramakrishna Saini

  DOI：10.1016/j.cclet.2013.01.002

  日期：2013.2

  Abstract Synthesis of isoxazolyl-1 H -2,3-pyrrole dicarboxylate ( 4 ) was simply achieved by one-pot three component reaction of isoxazole amine ( 1 ) with diethyl acetylenedicarboxylate (DEAD) ( 2 ), and glyoxal ( 3 ), in acetonitrile catalyzed by diazabicyclo octane (DABCO).

  摘要异恶唑基-1 H -2,3-吡咯二羧酸盐（4）的合成简单地通过异恶唑胺（1）与乙二酸二乙酯（DEAD）（2）和乙二醛（3）的一锅三组分反应完成。二氮杂双环辛烷（DABCO）催化的乙腈。
• Acetic Acid-Water Mediated Efficient One-Pot Synthesis of Functionalized Isoxazolyl Amino Chromeno[4,3-b]pyridine Derivatives
  作者：Ravinder Reddy Danda、P. Muralidhar Reddy、A. Krishnam Raju、K. Santosh Kumar、B. Vijaya Kumar、V. Naveen Reddy

  DOI：10.14233/ajchem.2023.26926

  日期：2023.1.15

  A simple, efficient, economical and environmentally benign method has been developed for one-pot three component synthesis of isoxazolyl amino chromeno[4,3-b]pyridine derivatives from 4-amino-3-methyl-5-styrylisoxazoles, malononitrile and (E)-3-benzylidenechroman-4-one by using acetic acid (AcOH) as a promoter and water as a green reaction medium under thermal condition. The interesting features of this method are environmental friendly, metal-free, less reaction time, wide substrate scope, operational simplicity, easy purification of products and good yields.

  开发了一种简单、高效、经济和环保的单锅 合成异噁唑基氨基铬并[4,3-b]吡啶衍生物的简单、高效、经济和环保的方法。 4-amino-3-methyl-5-styrylisoxazoles, 丙二腈和 (E)-3-benzylidenechroman-4-one 三组分合成异噁唑基氨基色烯并[4,3-b]吡啶衍生物的方法。 在热条件下，以乙酸（AcOH）为促进剂，水为绿色反应介质。这种 该方法具有环保、不含金属、反应时间短、底物范围广、操作简便、易于提纯等特点。 底物范围广、操作简单、产物易于纯化和收率高。
• A one-pot synthesis of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles
  作者：E. Rajanarendar、G. Mohan、P. Ramesh、D. Karunakar

  DOI：10.1016/j.tetlet.2006.04.145

  日期：2006.7

  Sharpless epoxidation of 4-amino-3-methyl-5-styrylisoxazoles 1 resulted in the formation of 3-methyl-5-aryl-4H-pyrrolo[2,3-d]-isoxazoles 4 in a one-step reaction. The reaction initially involves epoxide formation, followed by ring-opening and cyclization. Finally dehydration leads to the title compounds. The pyrrolo[2,3-d]-isoxazoles 4 were also synthesized via an alternative procedure. (c) 2006 Published by Elsevier Ltd.
• Rajanarendar; Murthy, K. Rama; Reddy, M. Nagi, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 417 - 418
  作者：Rajanarendar、Murthy, K. Rama、Reddy, M. Nagi

  DOI：——

  日期：——