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

Method for preparing 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile

A technology of chlorophenyl and bromomethyl, which is applied in the field of preparation of 2-bromomethyl-2-phenyl-4--butyronitrile, can solve the problem of high cost, increased sewage treatment costs, and the impact on the industrial production of carbamide and other issues to achieve the effect of reducing raw material costs and saving raw material costs

Active Publication Date: 2008-02-20
JIANGSU FENGDENG PESTICIDE
View PDF0 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The biggest disadvantage of this method is: the consumption of solvent is large, not only the cost is high, but also the solvent is harmful to the human body and the environment. In addition, the production process also discharges a large amount of sewage, which increases the cost of sewage treatment.
Therefore, it has affected the industrialized production of carbazole, and then affected the popularization and application of carbazole

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
  • Method for preparing 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile
  • Method for preparing 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Embodiment 1 prepares 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile

[0024] Use quaternary ammonium salt triethylbenzyl ammonium chloride as catalyst;

[0025] The feeding ratio of 2-phenyl-4-(4-chlorophenyl)butyronitrile, methylene bromide and sodium hydroxide is 0.03: 0.12: 0.108=1: 4.0: 3.6 by mole

[0026] In a 250ml three-necked reaction flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, add 8.21g of 93.4% 2-phenyl-4-(4-chlorophenyl)-butyronitrile (equivalent to 0.03mol ), 20.86g of 100% dibromomethane (equivalent to 0.12mol), and 0.25g of triethylbenzyl ammonium chloride was added, stirring was started, the reaction temperature was controlled between 40 and 60°C, and 14.4g of 30% hydrogen was added dropwise Sodium oxide aqueous solution (equivalent to 0.108mol), dripped within 2 hours and kept at this temperature for reaction, followed by gas chromatography during the reaction until 2-phenyl-4-(4-chlorophenyl)-butyronitri...

Embodiment 2

[0027] Embodiment 2 prepares 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile

[0028] Use triethyl-p-chlorobenzyl ammonium chloride and tetrabutylammonium bromide as catalyst;

[0029] The feed ratio of 2-phenyl-4-(4-chlorophenyl)-butyronitrile, methylene bromide and sodium hydroxide is 0.06: 0.12: 0.216=1: 2.0: 3.6 by mole

[0030] In a 250ml three-necked reaction flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, add 16.41g of 93.4% 2-phenyl-4-(4-chlorophenyl)-butyronitrile (equivalent to 0.06mol ), 20.86g100% dibromomethane (equivalent to 0.12mol), and add 0.6g triethyl p-chlorobenzyl ammonium chloride and 0.7g tetrabutylammonium bromide, start stirring, control the reaction temperature at 40~60°C Between, drip 17.28g50% sodium hydroxide aqueous solution (corresponding to 0.216mol), dropwise in 2 hours and insulation reaction at this temperature, track analysis with gas chromatography during the reaction, until 2-phenyl-4-( 4-Chlorop...

Embodiment 3

[0031] Example 3 Preparation of 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile

[0032] Use tetrabutylammonium bromide as catalyst;

[0033] The feed ratio of 2-phenyl-4-(4-chlorophenyl)-butyronitrile, methylene bromide and sodium hydroxide is 0.06: 0.15: 0.216=1: 2.5: 3.6 in moles

[0034]In a 250ml three-necked reaction flask equipped with a stirrer, a condenser, a thermometer, and a dropping funnel, add 16.41g of 93.4% 2-phenyl-4-(4-chlorophenyl)-butyronitrile (equivalent to 0.06mol ), 26.07g100% dibromomethane (equivalent to 0.15mol) and add 1.0g tetrabutylammonium bromide, start stirring, control the reaction temperature between 40~60 ℃, add dropwise 17.28g50% sodium hydroxide aqueous solution (equivalent to 0.216mol), drop it in 2 hours, and keep it warm at this temperature to react, track and analyze with gas chromatography during the reaction, until 2-phenyl-4-(4-chlorophenyl)-butyronitrile is completely converted into 2- Bromomethyl-2-phenyl-4(4-chloropheny...

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
Login to View More

Abstract

The invention relates to a 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile preparation method, which takes 2-phenyl-4-(4-chlorophenyl)-butyronitrile and dibromomethane as raw materials and sodium hydroxide as an acid binding agent, and the invention is characterized in that the reaction is processed with the existing of catalyst until the 2-phenyl-4-(4-chlorophenyl)-butyronitrile is completely converted into 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile, and when the reaction finishes, the reactant obtained from the reaction is settled stationarily and layered, after the alkali liquid layer is separated, the acquired liquid is 2-bromomethyl-2- phenyl-4-(4-chlorophenyl)-butyronitrile which can be used as the intermediate of nitrile benzenezole which is an agricultural fungicide. Application of solvent of dimethyl sulfoxide and extraction solvent of 1, 2-dichloroethane are avoided in the method, thereby reducing the cost, decreasing pollution and discharge of sewage and shortening the process, and the preparation method is environmental friendly, with prominent economic benefit.

Description

technical field [0001] The present invention relates to a kind of preparation method of 2-bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile, more specifically, relate to the intermediate 2- Preparation method of bromomethyl-2-phenyl-4-(4-chlorophenyl)-butyronitrile. Background technique [0002] Nibazole is a triazole fungicide developed by Rohm and Hass Company (now Dow Agro Seiences Company), and its chemical name is 4-(4-chlorophenyl)-2-phenyl-2-(1H-1 , 2,4-triazol-1-ylmethyl) butyronitrile, the chemical structural formula is: [0003] [0004] Nibenazole is a sterol demethylation inhibitor, which is a systemic conductive fungicide. It can inhibit the elongation of pathogenic mycelium, prevent spores from invading crop tissues, and has both preventive and therapeutic effects on diseases. It is mainly used to prevent and control diseases of cereal crops, rice, sugar beets, grapes, bananas, fruit trees (such as peaches, apples) and other crops. It is a fungicide w...

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): C07C255/33
Inventor 林学圃纪立新耿荣伟欧阳立新徐爱平李兴邦
Owner JIANGSU FENGDENG PESTICIDE
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