A kind of preparation method of 2-fluoro-5-formyl chloride pyridine

A technology of formyl chloride pyridine and picoline, which is applied in the field of preparation of 2-fluoro-5-formyl chloride pyridine, can solve the problems that there is no very mature process technology report, and achieve the effect of low production cost and high conversion rate

Active Publication Date: 2022-03-04
内蒙古佳瑞米精细化工有限公司
0 Cites 0 Cited by

AI-Extracted Technical Summary

Problems solved by technology

[0003] At present, only reagent companies in the domestic market provide a small amount of samples, and the puri...
View more

Abstract

The invention relates to a preparation method of 2-fluoro-5-formyl chloride pyridine, which belongs to the technical field of organic chemistry. The method steps are: 1) using 2-fluoro-5-picoline as a raw material, reacting in the presence of potassium permanganate or sodium permanganate to obtain 2-fluoro-5-picoic acid pyridine; 2) using 2- Fluoro-5-formyl pyridinium and thionyl chloride or oxalyl chloride are refluxed in a chlorinated solvent. After the reaction is over, after the solvent is distilled under reduced pressure, add an alkane solvent to freeze and filter to obtain a 2-fluoro-5-formyl chloride pyridine solution. Rectification under reduced pressure gives 2-fluoro-5-formyl chloride pyridine. The invention has the advantages of high conversion rate, the purity of the obtained product is as high as 99.0 percent, the purity of the product is less than 0.5 percent, the production cost is low, and it is suitable for industrialized production.

Application Domain

Organic chemistry

Technology Topic

Sodium permanganateFormic acid +8

Image

  • A kind of preparation method of 2-fluoro-5-formyl chloride pyridine

Examples

  • Experimental program(5)

Example Embodiment

[0024] Example 1:
[0025] In a 500 ml three-mouth flask, 11.1 g (0.1 mol) 2-fluoro-5-methylpyridine was added, and 250 ml of water was added, and the mechanical stirring was activated, and 31.6 g (0.2 mol) of KMNO was sequentially added. 4 And 5.6 g (0.1 mol) KOH, the oil bath was heated to 95 ° C, the reaction was 5 h, filtered through heat, and the filtrate was collected. After the filtrate was reduced to normal temperature, the pH is adjusted to 2 to 4, and there is solid precipitation, filtration; the filtrate is extracted twice with dichloroethane. The filtered solid and the extracted oil phase were mixed, and the evaporation was evaporated to give a white solid 11.8 g, that is, 2-fluoro-5-formate pyridine (melting point 275 to 278 ° C).
[0026] The 2-fluoro-5-formate obtained by the first step was put into 500 ml of three bottles, 200 ml of dichloromethane, start stirring, dripping 6 h, reflux reaction for 6 h, evaporated, excess 2 Chloride. After adding n-heptane 80 mL, it is reduced to close filtration, and the filtrate is reduced pressure. It has a purity of 99.0%, and the total yield is 80.1%.

Example Embodiment

[0027] Example 2:
[0028] In the 500 ml three-mouth flask, 11.1 g (0.1 mol) 2-fluoro-5-methylpyridine was added, and 250 ml of water was added, and the mechanical stirring was activated, and 28.4 g (0.2 mol) namno was sequentially added. 4 And 4.0 g (0.1 mol) NaOH, the oil bath was heated to 95 ° C, the reaction was 5 h, filtered through heat, and the filtrate was collected. After the filtrate was reduced to normal temperature, the pH is adjusted to 2 to 4, and there is solid precipitation, filtration; the filtrate is extracted twice with dichloroethane. The filtered solid and extracted oil phase were mixed, and the evaporation was evaporated to give a white solid 11.5 g, which is 2-fluoro-5-formate pyridine (melting point 275 to 278 ° C).
[0029] Other steps were in Example 1, 2-fluoro-5-formyl chloride pyridine was obtained, and the purity was 99.0%, and the total yield was 78.7%.

Example Embodiment

[0030] Example 3:
[0031] In a 500 ml three-mouth flask, 11.1 g (0.1 mol) 2-fluoro-5-methylpyridine was added, 250 ml of water, was allowed to activate the mechanical stirring, and 47.4 g (0.3 mol) of KMNO was sequentially added. 4 And 5.6 g (0.1 mol) KOH, the oil bath was heated to 95 ° C, the reaction was 5 h, filtered through heat, and the filtrate was collected. After the filtrate was reduced to normal temperature, the pH is adjusted to 2 to 4, and there is solid precipitation, filtration; the filtrate is extracted twice with dichloroethane. The filtered solid and extracted oil phase were mixed, and the evaporation was evaporated to give a white solid 12.1 g, which is 2-fluoro-5-formate pyridine (melting point 275 to 278 ° C).
[0032] The 2-fluoro-5-formate obtained by the first step was put into 500 ml of three bottles, 200 ml of dichloromethane, start stirring, dripping 6 h, reflux reaction for 6 h, evaporated, excess 2 Chloride. The n-heptane was added to 85 ml, cooling and closed filtration, filtrate reduced pressure distillation, collected from 90 to 94 ° C / 15 mm Hg fraction to obtain a colorless liquid product 2-fluoro-5-formyl chloride pyridine 12.85 g, frozen for a white solid, It has a purity of 99.1%, and the total yield reaches 80.56%.

PUM

PropertyMeasurementUnit
Melting point275.0 ~ 278.0°C

Description & Claims & Application Information

We can also present the details of the Description, Claims and Application information to help users get a comprehensive understanding of the technical details of the patent, such as background art, summary of invention, brief description of drawings, description of embodiments, and other original content. On the other hand, users can also determine the specific scope of protection of the technology through the list of claims; as well as understand the changes in the life cycle of the technology with the presentation of the patent timeline. Login to view more.

Similar technology patents

Technique of degrading animal food cholesterol to vitamin D

InactiveCN101228927ASpeed ​​up the transformation reactionImprove conversion rate
Owner:张冠婕

C-SiC loaded platinum-based catalyst, preparation method and applications thereof

ActiveCN105013481AThe preparation method is simple and feasibleImprove conversion rate
Owner:SINOPEC YANGZI PETROCHEM +1

Catalyst for synthesizing gas and liquid fuel, preparation method and application thereof

InactiveCN101195088AImprove conversion rateImprove yield and selectivity
Owner:YANKUANG ENERGY R&D CO LTD

Preparation method and application of oleophylic type nanoscaled molybdenum disulfide

InactiveCN105728000AImprove conversion rateImprove synthetic economics
Owner:台州天天环保科技有限公司 +1

Preparation method of oxalic acid diisoamyl ester

InactiveCN102911042AImprove conversion rate
Owner:SHAANXI ALLIANCE LOGISTICS

Classification and recommendation of technical efficacy words

  • Improve conversion rate
  • reduce manufacturing cost

Production of high-performance polyisoprene water latex, its gloves and related products

ActiveCN101029163AEmulsion polymerization process is stableImprove conversion rate
Owner:SHANGHAI SHENGDA ENTERPRISE +1

Humic acid multifunctional degradable black mulch film

InactiveCN101481508Areduce manufacturing costImprove heat absorption performance
Owner:SHANDONG UNIV OF SCI & TECH
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents.

© 2023 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap