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

Preparation method of cycleanine

A technology of cyclamenine and products, which is applied in the field of preparation of cyclamenine, can solve the problems of cheap raw materials, long reaction time, few steps and the like, and achieves the effects of less solvent usage, simple operation and easy control.

Inactive Publication Date: 2020-01-10
SOUTHWEST RES & DESIGN INST OF CHEM IND
View PDF5 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The raw materials are cheap, the steps are few, and the yield is high, but the reaction time is long and high pressure hydrolysis is required

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] One-pot reaction:

[0033] 1m 3 After replacing the reactor with nitrogen, add 55kg of triethylenetetramine, 250kg of toluene, raise the temperature to 75°C, start adding 100kg of N,N'-dimethylformamide dimethyl acetal dropwise, and control the temperature in the kettle to 78°C-80°C ,Timing begins. After 0.5h, the system started to vacuum, and the vacuum degree gradually increased to 0.005MPa. After continuous extraction for 0.5h, the system vacuum degree was gradually increased to 0.05MPa, and the light components were completely recovered (produced fluid A), and the produced fluid A collected and recycled. Continue to discharge the liquid in the still, and the solid (intermediate product bis-imidazoline) stays in the still, and the discharged liquid is mixed with the production liquid A as the mother liquor to replace part of the toluene in the next batching in this step.

[0034] Then, add 650kg acetonitrile, 65kg dibromoethane, 30kg acid-binding catalyst in still...

Embodiment 2

[0039] Three kettles connected in series:

[0040] 2m 3After the reactor was replaced with nitrogen, 110kg of triethylenetetramine and 600kg of toluene were added, and the temperature was raised to 60°C. Start to drop 200kg of N,N'-dimethylformamide dimethyl acetal, control the temperature in the kettle to 70-75°C, and start timing. After 1 hour, the system was evacuated, and the vacuum gradually increased to 0.005MPa, and the extraction continued. After 1 hour, gradually increase the vacuum degree of the system to 0.05MPa, and completely extract the light components (production fluid A), and the production fluid A is collected and recycled. Continue to discharge and filter the suspension (intermediate product bis-imidazoline) in the kettle, and mix and collect the filtrate and the production liquid A to replace part of the toluene in the next batching in this step.

[0041] The obtained white solid was evaporated to dryness of toluene, and then sent to 10m 3 Reactor, add ...

Embodiment 3

[0046] Combined use of multiple kettles:

[0047] 1m 3 After the reactor was replaced with nitrogen, 55kg of triethylenetetramine and 600kg of toluene were added, and the temperature was raised to 55°C. Start to drop 110kg of N,N'-dimethylformamide dimethyl acetal, and control the temperature in the kettle to 55-65°C. After timing for 2 hours, the system is evacuated, and the vacuum gradually rises to 0.005MPa, and the extraction continues. After 0.5h, gradually increase the vacuum degree of the system to 0.05MPa, and completely extract the light components (production fluid A), and the production fluid A is collected and recycled. Continue to discharge and filter the suspension in the kettle, and the filtrate is mixed with the production liquid A to collect, and replace part of the toluene in the next batching in this step.

[0048] The obtained white solid was evaporated to dry toluene, and sent to two 1m 3 Reactor, add 700kg acetonitrile, 34kg dibromoethane, 16kg acid-b...

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 provides a preparation method of cycleanine, and belongs to the technical field of production and preparation of fine chemicals. The method comprises the following steps: 1) adding a solvent, a ring extender and an acid-binding catalyst into an intermediate bisimidazoline, and performing a reaction in an inert gas atmosphere for a period of time; 2) performing vacuumizing after the reaction is finished in order to remove light components, then adding water and an alkaline catalyst, raising the temperature, performing a reaction for a period of time, and performing vacuumizing toremove the light components; and 3) adding toluene, filtering out a product liquid while hot, and finally performing recrystallization with water-toluene to obtain the cycleanine final product. The intermediate bisimidazoline is prepared by taking toluene as a solvent and triethylenetetramine as a substrate, dropwise adding N,N'-dimethylformamide dimethyl acetal, and performing vacuumizing after the raw materials are dropwise added to extract light components so as to obtain a turbid liquid which is the intermediate bisimidazoline. A single kettle or a multi-kettle combined form can be adoptedin the preparation process of cycleanine, so that the one-time investment cost is reduced; and the solvent has the characteristics of low dosage, recycling realization and low loss.

Description

technical field [0001] The invention belongs to the technical field of production and preparation of fine chemicals, and in particular relates to a preparation method of terpene. Background technique [0002] Cyclone (1,4,7,10-tetraazacyclododecane, Cyclen, CAS No. 294-90-6) is a polyazamacrocycloalkane with strong coordination with various metal ions ability, and can form a variety of derivatives with side chain groups such as esters, amides, and pyridines, and can be used in different fields such as medicine, enzyme mimics, and molecular recognition. [0003] At present, the industrialized production of Cynophyllin adopts the Richman-Atkins method and the glyoxal condensation method. The Richman-Atkins method uses diethylenetriamine and diethanolamine as raw materials, and the products are obtained through processes such as condensation, ring closure, and alkalization. The process has many steps, the protection and deprotection process consumes a large amount of solvent, ...

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 Applications(China)
IPC IPC(8): C07D257/02
CPCC07D257/02
Inventor 邹鑫陈群文王小莉李敏丁亮钟翠兰
Owner SOUTHWEST RES & DESIGN INST OF CHEM IND
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