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

Bishydrazide compound and preparation method thereof

A compound and bishydrazide technology, applied in the field of inhibitors and their preparation, can solve problems such as poor lethality, and achieve the effects of wide application range and simple process flow

Inactive Publication Date: 2014-04-02
SHANGHAI UNIV OF ENG SCI
View PDF3 Cites 2 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The compounds of the invention have poor lethality against armyworms and larvae

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
  • Bishydrazide compound and preparation method thereof
  • Bishydrazide compound and preparation method thereof
  • Bishydrazide compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] A bishydrazide compound, the compound molecular formula is as follows:

[0042]

[0043] Among them, R 1 is methyl, R 2 is morpholinyl, R 3 For chlorine, the synthetic method of this bishydrazide compound comprises the following steps:

[0044] (1) Preparation of 4,5-dichloro-3(2H)pyridazinone

[0045]

[0046] In a 250mL three-necked flask, add 50g of dichlorobutenalic acid and a small amount of water, stir to make an aqueous solution, then add 39g of hydrazine sulfate and 38.2g of sodium acetate, heat to 80-100°C, and react for 2 hours. After complete reaction, cool down, pour the reaction solution into cold water, a large amount of light yellow precipitate appears, filter it with suction, and dry it. The obtained product was recrystallized with absolute ethanol, and the yield was 89.5%.

[0047] (2) Synthesis of 4-methyl-benzohydrazide

[0048]

[0049] In a 250ml three-necked flask, add 70ml (0.485mol) of 4-methyl-ethylbenzoate (ie ethyl p-toluate) an...

Embodiment 2

[0067] A bishydrazide compound, the compound molecular formula is as follows:

[0068]

[0069] Among them, R 1 is methyl, R 2 is piperidinyl, R 3 For chlorine, the synthetic method of this bishydrazide compound comprises the following steps:

[0070] (1) Preparation of 4,5-dichloro-3(2H)pyridazinone

[0071]

[0072] In a 250mL three-necked flask, add 50g of dichlorobutenalic acid and a small amount of water, stir to make an aqueous solution, then add 39g of hydrazine sulfate and 38.2g of sodium acetate, heat to 80-100°C, and react for 2 hours. After complete reaction, cool down, pour the reaction solution into cold water, a large amount of light yellow precipitate appears, filter it with suction, and dry it. The obtained product was recrystallized with absolute ethanol, and the yield was 89.5%.

[0073] (2) Synthesis of 4-methyl-benzohydrazide

[0074]

[0075] In a 250ml three-neck flask, add 70ml (0.485mol) of 4-methyl-benzoic acid ethyl ester and 51.5ml (0....

Embodiment 3

[0093] A bishydrazide compound, the compound molecular formula is as follows:

[0094]

[0095] Among them, R 1 is methyl, R 2 is dimethylamino, R 3 For chlorine, the synthetic method of this bishydrazide compound comprises the following steps:

[0096] (1) Preparation of 4,5-dichloro-3(2H)pyridazinone

[0097]

[0098] In a 250mL three-necked flask, add 50g of dichlorobutenalic acid and a small amount of water, stir to make an aqueous solution, then add 39g of hydrazine sulfate and 38.2g of sodium acetate, heat to 80-100°C, and react for 2 hours. After complete reaction, cool down, pour the reaction solution into cold water, a large amount of light yellow precipitate appears, filter it with suction, and dry it. The obtained product was recrystallized with absolute ethanol, and the yield was 89.5%.

[0099] (2) Synthesis of 4-methyl-benzohydrazide

[0100]

[0101] In a 250ml three-neck flask, add 70ml (0.485mol) of 4-methyl-benzoic acid ethyl ester and 51.5ml (...

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
Melting pointaaaaaaaaaa
Melting pointaaaaaaaaaa
Login to View More

Abstract

The invention relates to a bishydrazide compound and a preparation method thereof. The compound has the following chemical structural formula as shown in the specification, wherein R1 is alkyl with 1-4 carbon atoms, alkoxyl with 1-4 carbon atoms, halogen or hydrogen; R2 is methylamino, dimethylamino, isopropamido, propamido, butyl amido, morpholinyl, piperidyl or propyl sulfenyl; R3 is chlorine or propyl sulfenyl. Compared with the prior art, the compound provided by the invention is simple in process flow, wide in application range and suitable for preventing and treating sanitary insect pests such as flies, mosquitoes and fleas and agricultural pests such as lissorhoptrus oryzophilus kuschel, asparagus caterpillar, plutella xylostella and armyworms, so that the compound is an insecticide with an application prospect.

Description

technical field [0001] The invention relates to an inhibitor and a preparation method thereof, in particular to a bishydrazide compound and a preparation method thereof. Background technique [0002] Bishydrazide compounds are widely used in the control of crop pests, and many commercial pesticide varieties have been obtained, but in the long-term use process, the resistance of pests continues to increase. Its application in agriculture is limited. [0003] Chinese patent CN101190905A discloses a kind of N-(2,3-dihydro-2,4-dimethylbenzofuran-5-acyl)-N-tert-butyl-N-(substituted benzoyl)hydrazines Preparation of insecticides and their use to control pests. The compound of the invention has poor lethality to armyworms and larvae. Contents of the invention [0004] The object of the present invention is to provide a kind of dihydrazide compound with simple process flow and wide application range and its preparation method in order to overcome the above-mentioned defects in ...

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): C07D237/22C07D237/18A01P7/04
CPCC07D237/18C07D237/22
Inventor 李洪森张帅王旭东朱延亮牛吉莹宋文丰
Owner SHANGHAI UNIV OF ENG SCI
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