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Diazosulfide derivative and its synthesis and screening method for inducing anti-disease activity

A technology of benzothiadiazole and derivatives, applied in the field of benzothiadiazole derivatives

Inactive Publication Date: 2009-01-14
NANKAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, there are no reports at home and abroad on the modification of the chemical structure of BTH and its use in the screening of tobacco resistance to tobacco mosaic virus.

Method used

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  • Diazosulfide derivative and its synthesis and screening method for inducing anti-disease activity
  • Diazosulfide derivative and its synthesis and screening method for inducing anti-disease activity
  • Diazosulfide derivative and its synthesis and screening method for inducing anti-disease activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0075] Synthesis of 3-amino-2-mercaptobenzoic acid:

[0076] In a 250mL three-necked flask, install a reflux condenser, a thermometer and a mechanical stirrer, suspend 13.0g of 62.44mmol of 2-amino-7-methoxycarbonylbenzothiazole in 150mL of ethylene glycol, and add 17.0g of hydrogen peroxide at one time Potassium, heated to 160 ° C for 20 hours, then cooled to room temperature, the reaction mixture was poured into 450 mL of water, adjusted to pH=2 with acetic acid, and the resulting solid was filtered to obtain 6.86 g of the product, with a reaction yield of 64.9%.

Embodiment 2

[0078] Synthesis of benzo[1,2,3]thiadiazole-7-carboxylic acid using intermediate 3-amino-2-mercaptobenzoic acid:

[0079] Install a reflux condenser, a thermometer and a mechanical stirrer in a 500mL three-necked flask, add 33.8g of 3-amino-2-mercaptobenzoic acid and 280mL of 18% dilute hydrochloric acid, control the temperature at -5°C, and slowly add 27.6g of The concentration of sodium nitrite preparation is 40% aqueous solution, the temperature is not more than 0 ℃ when dropping, after dropping, continue to react at low temperature for 1 to 2 hours, wash with water, and filter to obtain 36g of solid initial product.

Embodiment 3

[0081] Preparation of benzo[1,2,3]thiadiazole-7-carbonyl chloride:

[0082] Add 27.0g of benzo[1,2,3]thiadiazole-7-carboxylic acid, 200mL of anhydrous toluene, 1mL of DMF, and 20mL of SOCl in a 500mL three-neck flask 2 , slowly raise the temperature to 80-90°C, keep this temperature and continue to react for 6 hours, filter after cooling, and desolvate the filtrate under reduced pressure to obtain 28g of the product benzo[1,2,3]thiadiazole-7-carbonyl chloride, the product does not need Purified and stored in a desiccator for direct use in the next reaction.

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Abstract

A phenyl-thiobiazole derivative, its synthesis and screen of induced antiviral activity are disclosed. It consists of 7 kind cyanide substituted phenyl-anilidothioliazole-7-formamide derivative, 2 kind biacyl diazane derivative, 4 kind phenyl-anilidothioliazole-7-formamide derivative and 1 kind sulpho-phenyl-anilidothioliazole-7-formic ether. It achieves good TMV antiviral activity with tobacco tree inducing.

Description

technical field [0001] The technical solution of the present invention relates to a heterocyclic compound containing 1,2-oxadiazole fused with a carbocycle, in particular to a benzothiadiazole derivative. Background technique [0002] Long-term practice has proved that it is difficult to escape the generation of "pesticide pollution" while traditional pesticides act on harmful organisms. Under the pressure of safety, ecology and environment, the development cycle of new pesticides is gradually extended, the investment funds are increasing year by year, and the success rate of development is also declining. The creation of new pesticides according to this model can no longer meet the needs of agricultural production development. Now, people are learning from the model of medicine development, developing new pesticides reversely from the target, in order to speed up the development of new pesticides and improve their success rate. Important progress, the research and developm...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D285/14C07D417/12C07D417/14C12Q1/18
Inventor 范志金刘凤丽刘秀峰聂开晟范志银鲍丽丽张永刚李正名
Owner NANKAI UNIV
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