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A kind of pyrazinamide compound and its preparation method and application

A kind of technology of pyrazinamide and compound, applied in the field of compound and preparation thereof

Inactive Publication Date: 2020-07-07
青岛泰源科技发展有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] However, for the application of pyrazinamide compounds in insecticides and acaricides, there are no relevant reports at present.

Method used

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  • A kind of pyrazinamide compound and its preparation method and application
  • A kind of pyrazinamide compound and its preparation method and application
  • A kind of pyrazinamide compound and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1: the preparation of compound

[0029] Add 2-methyl-heptafluoroisopropylaniline (0.257g, 1.0mmol) and 30mL of dichloromethane into the three-necked flask, add pyrazine-2-carboxylic acid (0.124g, 1.0mmol) under stirring, and then add Et 3 N (0.202g, 2.0mmol), then added EDCI (0.287mg, 1.5mmol), HOBt (0.20g, 1.5mmol), reacted at 25°C for 16h, detected by TLC (thin layer chromatography) that the raw material point disappeared, and the raw material reacted Completely, the reaction liquid was washed with 30mL of water for 3 times, then washed with 30mL of saturated brine for 2 times, dried and precipitated, and the crude product was subjected to column chromatography (PE:EA=5:1) to obtain the target compound as a dark yellow oil. The yield was was 78%. The reaction formula is:

[0030]

[0031] The results of proton nuclear magnetic spectrum analysis are as follows: 1 H NMR (400MHz, CDCl 3 )δ: 9.85 (s, 1H, Pyrazine), 9.52 (d, 1H, J = 8.4Hz, Pyrazine), 8.84...

Embodiment 2

[0032] Embodiment 2: biological activity test

[0033] Referring to the "National Southern Pesticide Creation Center Bioassay Standard Procedure", accurately weigh (accurate to 0.0001g) a certain mass of target compound, add N,N-dimethylformamide (DMF) containing 0.1% Tween-80, and prepare The mother liquor with a compound mass fraction of 5% was diluted with distilled water into a medicinal solution with a mass concentration of 600mg / L. DMF was used as a blank control, and the acaricidal activity of the compound obtained in Example 1 against Tetranychus cinnabarinus was tested by using the living pot method.

[0034] After sowing broad beans in small pots (diameter 5 cm), when the seedlings were about 5-8 cm high, each seedling was inoculated with quantitative adult mites (20 heads); Enter the spray tower, spray with the prepared liquid medicine and DMF respectively, observe for 5-10 days, investigate the number of live insects, count the number of dead insects and live inse...

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Abstract

The invention discloses a pyrazinamide compound as shown in formula (I) as shown in the description, and a preparation method and application thereof. In the formula, R is C1-4 straight chain or branched chain alkyl. A specific functional group is introduced on pyrazinamide, so as to obtain a pyrazinamide compound with better mite killing activity, and provide a new choice for miticide. The compound disclosed by the invention is simple in preparation method, mild in reaction conditions, and easy to realize.

Description

technical field [0001] The present invention relates to a compound and its preparation method and application, in particular to a pyrazinamide compound, its preparation method and its application in the preparation of acaricides. Background technique [0002] Pyrazinamide compounds have a wide range of medicinal and pesticide activities, and in the field of pesticides, pyrazinamide compounds have potential herbicidal activity and fungicidal activity. [0003] [Acta Physiogiae Plantrum, 2005,27(3B):357-362.] reported by Tumova et al. in 2005 at 3.72×10 -5 There is better herbicidal activity under mol / L concentration; Engel.S etc. [CN1159188] of BASF company have reported compound B, at 250g / hm 2 The dose has a good control effect on red heart quinoa, swine worms and foxtail. The chemical formulas of compound A and compound B are respectively: [0004] [0005] Pyraziflumid was launched by Nippon Norochemical Co., Ltd. in 2014, and its chemical formula is: [0006] ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D241/24A01N43/60A01P7/02
CPCA01N43/60C07D241/24
Inventor 李婉杨子辉
Owner 青岛泰源科技发展有限公司
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