Preparing and refining methods of difenoconazole

A technology of difenoconazole and its refining method, which is applied in organic chemistry and other fields, and can solve problems such as slow crystallization speed, incompletely dissolved impurities, unfavorable operation, etc.

Active Publication Date: 2011-05-18
周保东
View PDF3 Cites 15 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0019] The patent applicant applied for a patent application named difenoconazole preparation process on June 23, 2010, and its application number is 201010234679.2. The above-mentioned patent application discloses a preparation process of difenoconazole. In its refining step , using toluene as the solvent, the disadvantages of the refined product are: many incompletely dissolved impurities, slow crystallization speed (about 40 hours), and the output of each product is small, and the production of difenoconazole original drug is sticky, which is not conducive to Follow-up

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
  • Preparing and refining methods of difenoconazole
  • Preparing and refining methods of difenoconazole
  • Preparing and refining methods of difenoconazole

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0113] (1) Preparation of Bromoketone

[0114] Put 0.1 mol of diphenyl ether and 0.105 mol of aluminum trichloride into a 2L reaction kettle equipped with a water separator and a condenser, respectively, and add 100 mol of dichloromethane. Cool to 15°C, add 0.105 mol of bromoacetyl chloride dropwise, finish dropping within 1 hour, keep warm for 4 hours, then add hydrochloric acid dropwise, remove the spent acid layer and the methylene chloride layer, desolventize, and use the methylene chloride to obtain bromoketone 35.5 g, content 96.3%.

[0115] (2) Preparation of brominated ketal

[0116] Slowly add 0.1 mol of bromoketone, 0.13 mol of propylene glycol, 1 g of cat, and 200 ml of toluene, heat at 110°C, and reflux for about 4 hours. g, content 95%, for the next step reaction.

[0117] (3) Synthesis and purification of difenoconazole

[0118] React 0.1 mol of brominated ketal, 0.13 mol of sodium triazole, 100 ml of xylene, and 1.0 g of catalyst (potassium iodide) at 120°C ...

Embodiment 2

[0120] (1) Preparation of Bromoketone

[0121] Put 0.15 mol of diphenyl ether and 0.158 mol of aluminum trichloride into a 2L reaction kettle equipped with a water separator and a condenser, respectively, and add 150 mol of dichloromethane. Cool to 12°C, add 0.158mol bromoacetyl chloride dropwise, finish dropping within 1h, keep warm for 4h, add hydrochloric acid dropwise, remove the spent acid layer and methylene chloride layer, desolventize, apply methylene chloride to obtain bromoketone 53.3g , content 96.5%.

[0122] (2) Preparation of brominated ketal

[0123] Slowly add 0.15mol of bromoketone, 0.19mol of propylene glycol, cat1.5g, and 300ml of toluene, heat at 105°C, and reflux for about 4 hours. After the reaction, cool to room temperature, remove the oil layer and toluene layer, and precipitate to obtain brominated ketal. Obtained 60.2g, content 95.5%. for the next reaction.

[0124] (3) Synthesis and purification of difenoconazole

[0125]React 0.15 mol of bromin...

Embodiment 3

[0127] (1) Preparation of Bromoketone

[0128] Put 0.2 mol of diphenyl ether and 0.21 mol of aluminum trichloride into a 2L reaction kettle equipped with a water separator and a condenser, respectively, and add 200 mol of dichloromethane. Cool to 10°C, add 0.21mol bromoacetyl chloride dropwise, finish dropping within 1 hour, keep warm for 4 hours, add hydrochloric acid dropwise, remove the spent acid layer and the methylene chloride layer, remove the solvent, and use the methylene chloride to obtain 71g of bromoketone. The content is 96.5%.

[0129] (2) Preparation of brominated ketal

[0130] Slowly add 0.2mol of bromoketone, 0.26mol of propylene glycol, cat2g, and 300ml of toluene, heat at 107°C, and reflux for about 4 hours. After the reaction, cool to room temperature, remove the oil layer and toluene layer, and desolventize to obtain brominated ketal, and obtain 80.2 g, content 96%. for the next reaction.

[0131] (3) Synthesis and purification of difenoconazole

[0...

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

PropertyMeasurementUnit
melting pointaaaaaaaaaa
boiling pointaaaaaaaaaa
Login to view more

Abstract

The invention belongs to the technical field of raw pesticide preparation, particularly relates to preparing and refining methods of difenoconazole. The refining method comprises the following steps of: dissolving prepared raw difenoconazole with isopropanol, then dropwise adding hydrochloric acid (or introducing hydrochloric acid gas) to obtain crystals, filtering and recycling a solvent; filtering out residues, adding water and methylbenzene, and then regulating the pH value to be neutral with ammonia water, demixing and removing water, desolventizing a methylbenzene layer, and then refluxing with isopropyl ether and methyl tertiary butyl ether, freezing for crystallizing, filtering to obtain refined difenoconazole. The product prepared with the refining method has good dissolubility, few impurities and high crystallization rate (about more than 5 hours); and more finished products can be produced once with the method, and the prepared difenoconazole technical has good quality and moderate viscosity.

Description

technical field [0001] The invention belongs to the technical field of pesticide technical preparation, and in particular relates to a preparation method and a refining method of difenoconazole. Background technique [0002] Difenoconazole [0003] ISO common name: difenoconazole [0004] CIPAC number code: 687 [0005] Chemical name: 3-Chloro-4-[4-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-2-yl]phenyl -4-Chlorophenyl ether, also known as oxafeconazole and Shigao. [0006] Structural formula: [0007] [0008] Experimental formula: C 19 h 17 Cl 2 N 3 o 3 [0009] Relative molecular mass (according to the international relative atomic mass in 2001): 406.26 [0010] Biological Activity: Bactericidal [0011] Melting point: 78.6°C [0012] Boiling point: 220℃ / 4Pa [0013] Vapor pressure: (20°C): 120nPa [0014] Solubility: (25°C): Water 15mg / L, easily soluble in organic solvents, ethanol 330 g / L, acetone 610 g / L, toluene 490 g / L. [0015] Stability: ...

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): C07D405/06
Inventor 周保东
Owner 周保东
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, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap