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

Synthesis method and application of morpholine guanidine hydrochloride

A technology of morpholine guanidine hydrochloride and its synthesis method is applied in antiviral agents, organic chemistry, etc., and can solve the problems of low yield, difficult industrial application, and large heat release of hydrogen peroxide oxidation, and achieves wide application, low toxicity, and harm to human body. small damage effect

Pending Publication Date: 2019-07-16
上海金不换兰考制药有限公司
View PDF1 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This method is difficult for industrial application due to the large heat generation and low yield of hydrogen peroxide oxidation.

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
  • Synthesis method and application of morpholine guanidine hydrochloride
  • Synthesis method and application of morpholine guanidine hydrochloride
  • Synthesis method and application of morpholine guanidine hydrochloride

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] A kind of synthetic method of morpholine hydrochloride comprises the steps:

[0037] (1) Salt-forming reaction, add morpholine into the three-necked flask, start stirring and keep the temperature at 18°C, then use a constant pressure dropping funnel to drop concentrated hydrochloric acid into the reactor to start the salt-forming reaction; wait until the pH in the three-necked flask When the value is 1 to 2 and remains unchanged, stop the dropwise addition of concentrated hydrochloric acid, the reaction is over, and then concentrate in vacuo to remove water to obtain morpholine hydrochloride with a water content below 5%; wherein, the molar ratio of morpholine to concentrated hydrochloric acid is 1:1.05;

[0038] (2) Addition reaction, add isoamyl alcohol and dicyandiamide to the above-mentioned morpholine hydrochloride in sequence, and raise the temperature to 122°C to start the addition reaction; after the reaction starts, the three-necked flask will be dissolved firs...

Embodiment 2

[0043] A kind of synthetic method of morpholine hydrochloride comprises the steps:

[0044] (1) Salt formation reaction, add morpholine into the reactor, stir and make the temperature 21°C, then add concentrated hydrochloric acid dropwise; when the pH value in the reactor is 1-2 and remains unchanged, stop the dropwise addition, and react After the end, vacuum concentration to remove water to obtain morpholine hydrochloride with a water content below 5%; the molar ratio of morpholine to concentrated hydrochloric acid is 1:1.09;

[0045] (2) Addition reaction, add isoamyl alcohol and dicyandiamide to morpholine hydrochloride, raise the temperature to 127°C to start the addition reaction; after the reaction starts, the reactor will dissolve first, then become turbid, and then continue Reacted for 3h, the reaction ended; then lowered to room temperature, stirred for 0.5h, suction filtered, the filter cake was washed with isoamyl alcohol, and after drying, the crude product of mor...

Embodiment 3

[0048] A kind of synthetic method of morpholine hydrochloride comprises the steps:

[0049] (1) Salt-forming reaction, add morpholine into the reactor, stir and keep the temperature at 25°C, then add concentrated hydrochloric acid dropwise; when the pH value in the reactor is 1-2 and remains unchanged, stop the dropwise addition, and react After the end, vacuum concentration to remove water to obtain morpholine hydrochloride with a water content below 5%; the molar ratio of morpholine to concentrated hydrochloric acid is 1:1.12;

[0050] (2) Addition reaction, add isoamyl alcohol and dicyandiamide to morpholine hydrochloride, raise the temperature to 132.5°C to start the addition reaction; after the reaction starts, the reactor will dissolve first, then become turbid, and then continue Reacted for 3h, the reaction ended; then lowered to room temperature, stirred for 0.5h, suction filtered, the filter cake was washed with isoamyl alcohol, and dried to obtain the crude product of ...

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 relates to the field of organic synthesis, in particular to a synthesis method of morpholine guanidine hydrochloride. The method comprises the following steps: (1) carrying out a salt formation reaction, adding morpholine into a reactor, performing stirring, dropwise adding concentrated hydrochloric acid to start the salt formation reaction, stopping the dripping addition of concentrated hydrochloric acid when the pH value is 1-2, completing the reaction, performing dewatering by vacuum concentration to obtain morpholine hydrochloride; (2) carrying out an addition reaction, adding an organic solvent S1 and dicyandiamide into morpholine hydrochloride, starting the addition reaction, performing cooling to room temperature after the reaction is completed, performing stirring andvacuum filtration, washing the filter cake with an organic solvent S2, and performing drying to obtain a morpholine guanidine hydrochloride crude product; and (3) performing refining, performing recrystallization on the morpholine guanidine hydrochloride crude product with ethanol to obtain the morpholine guanidine hydrochloride refined product. The solvent used in the method is an edible flavorwhich is allowed to be used in GB 2760, the boiling point of the solvent is the optimum reaction temperature, the reactants are all dissolved in the solvent at the temperature, the reaction is a homogeneous reaction, the reaction product is insoluble in the solvent, the crude product is obtained by the direct filtration, and the post-treatment is simple.

Description

technical field [0001] The invention relates to the field of chemical organic synthesis, in particular to a method for synthesizing morpholine guanidine hydrochloride and an application thereof. Background technique [0002] Morpholine guanidine, also known as morpholine guanidine, commonly known as "viral spirit", as an antiviral chemical raw material drug, can inhibit the reproduction of certain viruses in cells. When used as a drug, the compound is usually given as morpholine amidine hydrochloride (C 6 h 13 N 5 O·HCl), which can inhibit the reproduction of viruses by inhibiting the synthesis of DNA and RNA polymerases of certain viruses in cells, including influenza A H1N1, influenza virus, parainfluenza virus, coronavirus, etc. Has an inhibitory effect. It can also be used in animal husbandry, aquatic products and pesticide industries. In the 1970s, Germany first used morpholine guanidine hydrochloride as a plant pesticide. Studies have shown that the activity of the...

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): C07D295/215A61P31/16A61P31/22
CPCA61P31/16A61P31/22C07D295/215
Inventor 尚保昌刘建辉范许通李尚
Owner 上海金不换兰考制药有限公司
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