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

Synthetic method for ortho-alkylaniline

A technology of an alkylaniline and a synthesis method, applied in the field of chemistry, can solve the problems of waste of raw materials, influence on the synthesis efficiency of ortho-position alkylaniline compounds, by-products, etc., and achieves low side reactions, high product yield and easy realization. Effect

Inactive Publication Date: 2018-12-25
ANYANG NORMAL UNIV
View PDF3 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These two types of synthesis methods are relatively mature and perfect, but in these two types of methods, a large amount of by-products of para-alkylanilines are generated, which not only seriously affects the synthesis efficiency of ortho-alkylanilines, but also causes waste of raw materials , a large number of by-products appeared

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
  • Synthetic method for ortho-alkylaniline
  • Synthetic method for ortho-alkylaniline
  • Synthetic method for ortho-alkylaniline

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0014] Add 294 mg (1 mmol) of 2-heptylazobenzene, 224 mg (4 mmol) of iron powder, 0.5 mL of acetic acid, and 20 mL of ethanol into the reaction tube. Under nitrogen, stir at room temperature for 24 hours. After the reaction, separate by column chromatography to obtain The target product 2-heptylaniline was 195 mg, and the yield was 95%.

Embodiment 2

[0016] Add 300 mg (1 mmol) of 2-(3-phenylpropyl)nitrobenzene, 224 mg (4 mmol) of iron powder, 0.5 mL of acetic acid, and 20 mL of ethanol to the reaction tube, and stir at room temperature for 24 hours under nitrogen. After the reaction, the column After chromatographic separation, 202 mg of the target product 2-(3-phenylpropyl)aniline was obtained with a yield of 96%.

Embodiment 3

[0018] Add 254 mg (1 mmol) of 2-(2-ethoxyethyl) azobenzene, 260 mg (4 mmol) of zinc powder, 0.5 mL of hydrochloric acid, and 20 mL of ethanol into the reaction tube, stir at room temperature for 24 hours under nitrogen, and react Afterwards, column chromatography separated to obtain the target product 2-(2-ethoxyethyl)aniline 155mg, and the yield was 94%.

[0019] Add 294mg (1 mmol) of 2-heptyl azobenzene in the reaction kettle, Pa / C catalyst 33mg, methanol 25mL, nitrogen-hydrogen replacement, under 1MPa pressure, 80 o C was stirred for 10 hours, and after the reaction, column chromatography separated to obtain 195 mg of 2-heptylaniline, and the yield was 95%.

[0020] Following is the synthetic product and corresponding productive rate adopting the technical scheme of the present invention:

[0021]

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 a synthetic method for ortho-alkylaniline. The ortho-alkylaniline is obtained by reduction reaction of ortho-alkyl azobenzene. The reduction reaction is carried out to obtainthe ortho-alkylaniline by the following two modes: the first mode comprises: directly adding the ortho-alkyl azobenzene, metal, acid and a solvent in a reaction device, wherein the metal is iron or zinc, the acid is acetic acid or hydrochloric acid, and the solvent is methanol or ethanol; and reacting for 24 hours at a room temperature, and separating the product to obtain the product ortho-alkylaniline; and the second mode comprises: carrying out reduction reaction by catalytic hydrogenation to also obtain the ortho-alkylaniline. The synthetic route is simple, and is easy to implement, side reaction is less, and the yield of products is high.

Description

technical field [0001] The invention relates to a synthesis method of aniline compounds, in particular to a synthesis method of ortho-alkylaniline, and belongs to the field of chemical technology. Background technique [0002] Ortho-alkylanilines are an important class of basic chemical raw materials, widely used in the synthesis of drugs, pesticides, dyes, materials and natural products. There are two traditional synthetic routes: one is the electrophilic Friedel-Crafts alkylation of aromatic rings with aromatic amines and haloalkanes; the other is electrophilic nitration and further reduction of aromatic rings between alkyl aromatic compounds and nitrating reagents. These two types of synthesis methods are relatively mature and perfect, but in these two types of methods, a large amount of by-products of para-alkylanilines are generated, which not only seriously affects the synthesis efficiency of ortho-alkylanilines, but also causes waste of raw materials , a large number...

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): C07C209/42C07C211/47C07C211/45C07C213/02C07C217/76
CPCC07C209/42C07C213/02C07C211/47C07C211/45C07C217/76
Inventor 李刚杨素玲张丽萍赵建英陈晓婷
Owner ANYANG NORMAL UNIV
Features
  • Generate Ideas
  • Intellectual Property
  • Life Sciences
  • Materials
  • Tech Scout
Why Patsnap Eureka
  • Unparalleled Data Quality
  • Higher Quality Content
  • 60% Fewer Hallucinations
Social media
Patsnap Eureka Blog
Learn More

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

© 2025 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com