Unlock instant, AI-driven research and patent intelligence for your innovation.

Pyridine-containing benzothiazepine derivatives, and preparation method and application thereof

A technology of thiazepine and benzothiazepine is applied in the preparation of pyridine-containing benzothiazepine derivatives, and the application field of pyridine-containing benzothiazepine derivatives in anti-plant virus activity reaches The preparation method is simple and the effect of good biological activity

Active Publication Date: 2016-08-10
GUIZHOU UNIV
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

There is no report on the introduction of pyridine-containing rings to benzothiazepines

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
  • Pyridine-containing benzothiazepine derivatives, and preparation method and application thereof
  • Pyridine-containing benzothiazepine derivatives, and preparation method and application thereof
  • Pyridine-containing benzothiazepine derivatives, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0052] 4-(4-((2-chloropyridin-5-yl)methoxy)phenyl)2-phenyl-2,3-dihydrobenzo[b][1,4]thiazepine (compound The preparation method numbered as a) comprises the following steps:

[0053] (1) Synthesis of 4-hydroxychalcone:

[0054] Synthesis of intermediate (E)-1-(4-hydroxyphenyl)-3-(phenyl)prop-2-en-1-one

[0055] Add p-hydroxyacetophenone (2.72g, 20 mmol) and benzaldehyde (2.12g, 20mmol) to a 100 mL three-necked flask, and add 20 mL of absolute ethanol, stir, the solid dissolves, and the reaction system is light yellow and transparent like liquid, 6ml of 20% sodium hydroxide solution was added dropwise thereto, and the reaction system was a reddish-brown liquid. Stir at room temperature, follow the reaction process by TLC, stop the reaction after the disappearance of the raw material point, pour the reaction system into ice water and adjust the pH to 6-7 with dilute hydrochloric acid, a yellow solid is precipitated, and the crude product is obtained by suction filtration and dr...

Embodiment 2

[0061] 4-(4-((2-chloropyridin-5-yl)methoxy)phenyl)2-(4-methylphenyl)-2,3-dihydrobenzo[b][1,4] The preparation method of thiazepine (compound number is b), comprises the following steps:

[0062] (1) Synthesis of (E)-1-(4-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one:

[0063] As in the first (1) step of Example 1. The difference is the addition of 4-methylbenzaldehyde.

[0064] (2) Synthesis of 4-(2-(4-methylphenyl)-2,3-dihydrobenzo[b][1,4]thiazepin-4-yl)phenol:

[0065] As in step (2) of Example 1, the difference is that (E)-1-(4-hydroxyphenyl)-3-(4-methylphenyl)prop-2-en-1-one is added.

[0066] (3) 4-(4-((2-chloropyridin-5-yl)methoxy)phenyl)2-(4-methylphenyl)-2,3-dihydrobenzo[b][1 ,4] Synthesis of Thiazepines:

[0067] As in step (3) of Example 1, the difference is that 4-(2-(4-methylphenyl)-2,3-dihydrobenzo[b][1,4]thiazepine-4- Base) phenol (1mmol, 0.345g), obtain target product 0.243g (theoretical mass 0.471g), yield 52%.

Embodiment 3

[0069] 4-(4-((2-chloropyridin-5-yl)methoxy)phenyl)2-(thien-2-yl)-2,3-dihydrobenzo[b][1,4]sulfur The preparation method of azepine (compound number is c), comprises the following steps:

[0070] (1) Synthesis of (E)-1-(4-hydroxyphenyl)-3-(thiophen-2-yl)prop-2-en-1-one:

[0071] As in the first (1) step of Example 1. The difference is the addition of thiophene-2-carbaldehyde.

[0072] (2) Synthesis of 4-(2-(thiophen-2-yl)-2,3-dihydrobenzo[b][1,4]thiazepin-4-yl)phenol:

[0073] As in embodiment 1 (2) step. The difference is the addition of (E)-1-(4-hydroxyphenyl)-3(thien-2-yl)prop-2-en-1-one.

[0074] (3) 4-(4-((2-Chloropyridin-5-yl)methoxy)phenyl)2-(thiophen-2-yl)-2,3-dihydrobenzo[b][1, 4] Synthesis of Thiazepines:

[0075] As in step (3) of Example 1, the difference is the addition of 4-(2-(thiophen-2-yl)-2,3-dihydrobenzo[b][1,4]thiazepine-4-yl ) phenol (1mmol, 0.337), to obtain the target product 0.269g (theoretical mass 0.463g), yield 58%.

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
control rateaaaaaaaaaa
Login to View More

Abstract

The invention discloses pyridine-containing benzothiazepine derivatives, and a preparation method and application thereof. The general formula (I) of the derivatives is described in the specification. In the formula (I), R is selected from a group consisting of a phenyl group, a 4-methylphenyl group, a thien-2-yl gourp, a 4-methoxyphenyl group, a 4-nitrophenyl group, a 4-trifluoromethoxyphenyl group, a 4-bromophenyl group, a furan-2-yl group, a 4-fluorophenyl group, a 3,4-dimethyoxyphenyl group, a 2-chlorophenyl group, a 2-phenyl group, a 3-bromophenyl group, a 2-methyoxyphenyl group, a 2-fluorophenyl group, a 3-methyoxyphenyl group, a 4-trifluoromethylphenyl group, a 2-trifluoromethylphenyl group, a 4-chlorophenyl group, a 3-fluorophenyl group, a 2,4-dichlorophenyl group, a 3,4-dichlorophenyl group, a 2,6-dichlorophenyl group, a 2-chloro-6-fluorophenyl group, a 3-nitrophenyl group and a naphtha-1-yl group. According to the invention, synthesis route is simple; yield is high; and plant virus diseases can be efficiently and safely prevented and controlled.

Description

technical field [0001] The present invention relates to the field of chemical technology, in particular to a pyridine-containing benzothiazepine derivative, and also to a preparation method of the pyridine-containing benzothiazepine derivative and the pyridine-containing benzothiazepine derivative. Application of azapine derivatives in anti-plant virus activity. Background technique [0002] Chalcones belong to flavonoids, which are widely found in licorice, safflower and other plants, and have the characteristics of low toxicity and low residue. Studies have found that chalcone and its derivatives have a wide range of biological activities such as antiviral, insecticidal, and antibacterial. Chalcone nitromethane derivatives containing quinazoline group have high anti-TMV and CMV virus activity; α-chalcone malonate derivatives containing pyridine heterocycle have high anti-CMV activity active. Therefore, chalcone derivatization is an important research direction for 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
Patent Type & Authority Applications(China)
IPC IPC(8): C07D417/12C07D417/14A01N43/72A01P1/00
CPCA01N43/72C07D417/12C07D417/14
Inventor 宋宝安李天先潘建科张建薛伟张国平吴增雪刘登曰赵磊
Owner GUIZHOU UNIV
Features
  • R&D
  • 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