Check patentability & draft patents in minutes with Patsnap Eureka AI!

Preparation method of 3-acetylthiophene

A technology of acetylthiophene and ethylthiophene, applied in the direction of organic chemistry, etc., can solve the problems of price limitation of 3-acetylthiophene, difficulty in large-scale production, high production cost, etc., and achieve easy industrial production, low production cost and excellent reaction conditions mild effect

Active Publication Date: 2012-09-26
HENAN ACADEMY OF SCI CHEM RES INST CO LTD +1
View PDF0 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The introduction of an acetyl group on the thiophene ring is generally carried out by electrophilic acylation of acetic anhydride under the catalysis of a Lewis acid to directly obtain 2-acetylthiophene, but it is more difficult to introduce an acetyl group at the 3-position of the ring.
[0004] At present, 3-acetylthiophene is mainly produced through the Moffatt oxidation of 3-ethanolthiophene. However, 3-ethanolthiophene itself is an important drug intermediate. Due to its high price, 3-acetylthiophene is in the production process. Due to the limitation of raw materials, the production cost is high, and it is difficult to produce on a large scale

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of 3-acetylthiophene

Examples

Experimental program
Comparison scheme
Effect test

Embodiment Construction

[0015] For better describing the present invention in detail, examples are as follows:

[0016] 1) Place 7.5g (0.31mol) of magnesium chips (activated with a small amount of iodine) and 30ml of anhydrous ether in a three-necked round-bottomed flask equipped with a stirrer, a thermometer, and a reflux condenser, and add bromoethane 30.5 g (0.28mol) and 350ml of anhydrous ether mixture. After the reaction was initiated, the diethyl ether system was kept in a slightly boiling state until the dropwise addition of the mixed solution was completed. The dropwise addition time was about 1h, and after the addition was completed, the mixture was stirred for 15min, and then the mixture was gently refluxed for 15min.

[0017] 2) Add 40.76g (0.25mol) of 3-bromothiophene, 150ml of anhydrous ether and 1.63g (0.0025mol) of bis(triphenylphosphine) nickel dichloride into another three-necked flask. Add the bromoethane Grignard reagent obtained in step (1) slowly through the dropping funnel. A...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a method for producing 3-acetylthiophene, belonging to the field of organic synthesis. The method comprises the following steps: carrying out Grignard coupling reaction on the initial raw material 3-bromothiophene under the reaction of a catalyst to obtain 3-ethylthiophene; and by using a magnesium nitrate solution as a solvent, oxidizing the 3-ethylthiophene with potassium permanganate at certain temperature to generate the 3-acetylthiophene. Compared with the prior art, the invention has the advantages of mild reaction conditions, accessible raw material and low production cost, and can be well applied to industrial production.

Description

technical field [0001] The invention relates to a method for producing chemical products, in particular to a method for preparing 3-acetylthiophene, and belongs to the field of organic synthesis. Background technique [0002] Thiophene is a five-membered heterocyclic compound containing a sulfur heteroatom. Molecular formula C 4 h 4 S. Existing in coal tar and shale oil, it is an important chemical raw material. It has aromaticity similar to benzene, but it is more prone to electrophilic substitution reaction than benzene. It is relatively easy for the α-position of thiophene to undergo electrophilic reactions. Over the years, α-thiophene derivatives have been widely used in the synthesis of medicines, pesticides, dyes, chemical reagents, and polymer additives. In recent years, the special activity of β-thiophene derivatives in the field of medicine has gradually become known to the public. Many new drugs containing β-thiophene derivatives that have been launched in th...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07D333/22
Inventor 蒋卫鹏杨振强杨瑞娜李江涛屈凤波王福玲陈淑敏
Owner HENAN ACADEMY OF SCI CHEM RES INST CO LTD
Features
  • R&D
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com