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A kind of bishydrazide compound and preparation method thereof

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

Inactive Publication Date: 2015-08-05
SHANGHAI UNIV OF ENG SCI
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  • 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

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  • A kind of bishydrazide compound and preparation method thereof
  • A kind of bishydrazide compound and preparation method thereof
  • A kind of 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 (...

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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

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Application Information

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Patent Type & Authority Patents(China)
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
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