Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

A kind of synthetic method of 6-hydroxy-5-nitronicotinic acid and its separation and purification method

A technology for the synthesis of nitronicotinic acid, which is applied in the direction of organic chemistry, can solve the problems of difficult separation and purification, low yield, and many by-products in the reaction of picolinic acid compounds, and achieve the effect of increasing conversion rate and promoting conversion

Active Publication Date: 2016-10-05
ANHUI XINGYU CHEM
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Aiming at the problems that existing nitration synthesis methods are difficult to obtain picolinic acid compounds substituted at the 5-position, many reaction by-products, low yield, difficult separation and purification, etc., the present invention provides a 6-hydroxy-5-nitronicotinic acid The synthesis method and its separation and purification method use 6-hydroxynicotinic acid as a raw material under the action of a catalyst to obtain high-purity 6-hydroxyl-5-nitronicotinic acid through nitration reaction and separation and purification of products, so as to meet the needs of the pharmaceutical synthesis field. Purity requirements for intermediates

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
  • A kind of synthetic method of 6-hydroxy-5-nitronicotinic acid and its separation and purification method
  • A kind of synthetic method of 6-hydroxy-5-nitronicotinic acid and its separation and purification method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] A method for synthesizing 6-hydroxy-5-nitronicotinic acid, the steps are:

[0035] (a) Add concentrated sulfuric acid and concentrated nitric acid to the reaction flask in sequence and stir evenly to obtain reaction solution A. The molar ratio of concentrated sulfuric acid to concentrated nitric acid is 1:6, and the mass fraction of concentrated sulfuric acid used is 68%. The mass score is 86%;

[0036] (b) Mixing the raw material 6-hydroxynicotinic acid and the catalyst ammonium bisulfate according to a molar ratio of 50:1 to obtain reaction raw material B;

[0037] (c) Under stirring conditions, add the reaction material B obtained in step (b) to the reaction solution A obtained in step (a), and then heat to 60°C for a pre-nitrification reaction for 4 hours, wherein the HNO in the reaction solution A 3 The molar ratio with 6-hydroxynicotinic acid in the reaction raw material B is 1.5:1;

[0038] (d) Mix concentrated sulfuric acid and concentrated nitric acid (the mass fractio...

Embodiment 2

[0046] A method for synthesizing 6-hydroxy-5-nitronicotinic acid, the steps are:

[0047] (a) Add concentrated sulfuric acid and concentrated nitric acid to the reaction flask in sequence and stir evenly to obtain reaction solution A. The molar ratio of concentrated sulfuric acid to concentrated nitric acid is 1:5, and the mass fraction of concentrated sulfuric acid used is 68%. The mass score is 86%;

[0048] (b) Mixing the raw material 6-hydroxynicotinic acid and the catalyst ammonium bisulfate at a molar ratio of 60:1 to obtain reaction raw material B;

[0049] (c) Under stirring conditions, add the reaction material B obtained in step (b) to the reaction solution A obtained in step (a), and then heat to 50°C for a pre-nitrification reaction for 5 hours, wherein the HNO in the reaction solution A 3 The molar ratio with 6-hydroxynicotinic acid in the reaction raw material B is 1.0:1;

[0050] (d) Mix the concentrated sulfuric acid and concentrated nitric acid (the mass fraction of c...

Embodiment 3

[0058] A method for synthesizing 6-hydroxy-5-nitronicotinic acid, the steps are:

[0059] (a) Add concentrated sulfuric acid and concentrated nitric acid to the reaction flask in sequence and stir evenly to obtain reaction solution A. The molar ratio of concentrated sulfuric acid to concentrated nitric acid is 1:7, and the mass fraction of concentrated sulfuric acid used is 68%. The mass score is 86%;

[0060] (b) Mixing the raw material 6-hydroxynicotinic acid and the catalyst ammonium bisulfate at a molar ratio of 70:1 to obtain reaction raw material B;

[0061] (c) Under stirring conditions, add the reaction material B obtained in step (b) to the reaction solution A obtained in step (a), and then heat to 65° C. for pre-nitration reaction for 4.5 hours, wherein the reaction solution A in HNO 3 The molar ratio with 6-hydroxynicotinic acid in the reaction raw material B is 1.3:1;

[0062] (d) Mix concentrated sulfuric acid and concentrated nitric acid (the mass fraction of concentrat...

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 synthetic method and a separation purification method of 6-hydroxyl-5-nitro niacin and belongs to the field of fine chemical engineering. According to the method, 6-hydroxyl niacin is used as a raw material and is subjected to pre-nitration reaction under the action of concentrated sulfuric acid, concentrated nitric acid and a catalyst ammonium bisulfate, nitration reaction, crystal separation purification and the like to obtain highly purified 6- hydroxyl-5-nitro niacin to meet purity requirements on midbody by pharmaceutical synthetic fields. The synthetic method has the advantages of being simple in synthetic process, mild in condition, high in yield, high in purity of obtained product, easy to operate and the like and is suitable for industrial production.

Description

Technical field [0001] The invention belongs to the field of fine chemicals, and specifically relates to a method for synthesizing chemical intermediates, and more specifically, to a method for synthesizing 6-hydroxy-5-nitronicotinic acid and a method for separation and purification thereof. Background technique [0002] Picolinic acid compounds are important fine chemical intermediates and are widely used in the fields of medicine and pesticides. Due to the reaction characteristics of hydroxyl and carboxyl groups, picolinic acid compounds containing hydroxyl and nitro groups are widely used in the fields of fine chemicals, pharmaceutical synthesis, pesticides, functional material preparation, and dye intermediates. The general method for synthesizing this type of compound is mainly to use nitration reaction to introduce a nitro group on the pyridine heterocycle. The common method is to nitrate with nitric acid in concentrated sulfuric acid, but the main obtained is the pyridine ...

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
Patent Type & Authority Patents(China)
IPC IPC(8): C07D213/803C07D213/80
CPCC07D213/80C07D213/803
Inventor 张宽宇金文艺丁亮张太亮张升
Owner ANHUI XINGYU CHEM
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com