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関連する概念動画

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene01:13

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

7.6K
Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.
7.6K
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN101:14

Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1

2.8K
Treating arylamines with nitrous acid gives aryldiazonium salts that are effective substrates in nucleophilic aromatic substitution reactions. The diazonio group in these salts can be easily displaced by different nucleophiles, yielding a wide variety of substituted benzenes. The leaving group departs as nitrogen gas, and this easy elimination is the driving force for the substitution reaction.
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
2.8K
Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions01:20

Diazonium Group Substitution with Halogens and Cyanide: Sandmeyer and Schiemann Reactions

2.5K
Arenediazonium substitution reactions occur when the diazonium group is substituted by various functional groups such as halides, hydroxyl, nitrile, etc. For instance, arenediazonium salts react with copper(I) salts of chloride, bromide, or cyanide to form corresponding aryl chlorides, bromides, and nitriles. These reactions are named Sandmeyer reactions. Although the mechanism of this reaction is complicated, as illustrated in Figure 1, they are believed to progress via an aryl copper...
2.5K
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview01:07

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview

3.8K
In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
3.8K
Preparation of Nitriles01:12

Preparation of Nitriles

2.7K
One of the common methods to prepare nitriles is the dehydration of amides. This method requires strong dehydrating agents like phosphorous pentoxide or boiling acetic anhydride for converting amides to nitriles. Another reagent namely, thionyl chloride also accomplishes the dehydration of amides, where amide acts as a nucleophile. The first step of the mechanism involves the nucleophilic attack by the amide on the thionyl chloride to form an intermediate. In the next step, the electron pairs...
2.7K
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism01:26

Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism

4.2K
The Hofmann and Curtius rearrangement reactions can be applied to synthesize primary amines from carboxylic acid derivatives such as amides and acyl azides. In the Hofmann rearrangement, a primary amide undergoes deprotonation in the presence of a base, followed by halogenation to generate an N-haloamide. A second proton abstraction produces a stabilized anionic species, which rearranges to an isocyanate intermediate via an alkyl group migration from the carbonyl carbon to the neighboring...
4.2K

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関連する実験動画

Updated: Feb 24, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

6.8K

効率的な官能基化N-ジフルオロメチルピラゾールへのアクセス

Bogdan Ugrak1, Tatyana Dutova1, Vyacheslav Rusak1

  • 1N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Av. 47, Moscow 119991, Russian Federation.

ACS omega
|February 23, 2026
PubMed
まとめ

本研究は、選択的メチル基酸化による官能基化N-ジフルオロメチルピラゾールの新規合成法を提示する。これらのピラゾール誘導体は、医薬品化学および創薬のための価値ある構成要素である。

キーワード:
N-ジフルオロメチルピラゾール選択的酸化医薬品化学創薬有機合成

さらに関連する動画

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
05:07

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

7.1K
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
08:43

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

10.9K

関連する実験動画

Last Updated: Feb 24, 2026

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
14:11

Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach

Published on: June 10, 2021

6.8K
Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines
05:07

Microwave-Assisted Preparation of 1-Aryl-1H-pyrazole-5-amines

Published on: June 23, 2019

7.1K
Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
08:43

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives

Published on: January 19, 2016

10.9K

科学分野:

  • 有機化学
  • 医薬品化学
  • フッ素化学

背景:

  • フッ素化ピラゾールは、創薬および農薬化学において重要である。
  • 官能基化N-ジフルオロメチルピラゾールの合成は、大きな課題となっている。

研究 の 目的:

  • N-ジフルオロメチルピラゾールにおけるメチル基の選択的酸化法を開発すること。
  • 得られたカルボン酸から多様な官能基化ピラゾール誘導体を合成すること。

主な方法:

  • 1-(ジフルオロメチル)-3-メチル-1H-ピラゾールおよび1-(ジフルオロメチル)-5-メチル-1H-ピラゾールのメチル基の選択的酸化。
  • ピラゾールカルボン酸のエステル、アルコール、アルデヒド、アミン、アミド、ニトリル、およびクロロ誘導体への変換。
  • 位置選択性の確認および結晶構造の研究のための単結晶X線解析。

主要な成果:

  • ピラゾール-3-およびピラゾール-5-カルボン酸の合成に成功した。
  • 広範な官能基化ピラゾール誘導体を生成した。
  • X線結晶構造解析により、位置選択性が確認され、明確な水素結合パターン（3-カルボン酸は二量体、5-カルボン酸は鎖状）が明らかになった。

結論:

  • 記述された方法は、官能基化N-ジフルオロメチルピラゾールへの効率的なアクセスを提供する。
  • 多様な誘導体は、医薬品および農薬化学における価値ある中間体である。
  • 構造解析は、これらの化合物の固体状態の挙動に関する洞察を提供する。