Oxo fluoroalkyl sulfamide compound and its preparing method and use

A technology of heterofluoroalkyl sulfonamides and compounds, which is applied in the field of oxafluoroalkyl sulfonamide compounds, preparation and application, can solve problems such as large hazards, and achieve reasonable toxicity, fast drug effect, and high-efficiency killing The effect of cockroach activity

Inactive Publication Date: 2009-06-24
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

And the rice planthopper is a migratory pest, if it is allowed to develop, its harm will be even greater

Method used

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  • Oxo fluoroalkyl sulfamide compound and its preparing method and use
  • Oxo fluoroalkyl sulfamide compound and its preparing method and use
  • Oxo fluoroalkyl sulfamide compound and its preparing method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Synthesis of I-1: Dissolve 8.520g (20mmol) of (II) in ether, add 5.228g (60mmol) of morpholine, stir and react for 8h under dark conditions, wash with water and saturated NaCl aqueous solution successively, separate liquids, and diethyl ether The layer was dried with anhydrous sodium sulfate and spin-dried to obtain 4.592 g of white solid I-1 with a yield of 46.56%.

[0042] Mp (melting point): 64-66°C

[0043] 1 H NMR (nuclear magnetic spectrum) (CD 3 Cl) (ppm): 3.77 (4H, s), 3.56 (4H, t).

[0044] 19 F NMR (CD 3 Cl) (ppm) (fluorine nuclear magnetic spectrum): -65.11 (2F, s), -82.27 (2F, t), -85.68 (2F, d), -115.86 (2F, s).

Embodiment 2

[0046] Synthesis of I-2: Dissolve 8.520 g (20 mmol) of (II) in diethyl ether, add 5.109 g (60 mmol) of hexahydropyridine, stir and react for 8 h under dark conditions, wash with water and saturated NaCl aqueous solution successively, and separate the liquids. The ether layer was dried over anhydrous sodium sulfate, spin-dried and distilled under reduced pressure. 6.815 g (1-2 mmHg, 106-108° C.) of pale yellow liquid of I-2 was obtained with a yield of 69.38%.

[0047] 1 HNMR (CD 3 Cl) (ppm): 3.70 (2H, m), 3.33 (2H, m), 1.68 (6H, s).

[0048] 19 F NMR (CD 3 Cl) (ppm): -65.07 (2F, s), -82.37 (2F, t), -85.79 (2F, d), -116.27 (2F, s).

Embodiment 3

[0050] Synthesis of I-3: Dissolve 8.520g (20mmol) of (II) in diethyl ether, add 4.38g (60mmol) of n-butylamine, stir and react for 8h under dark conditions, wash with water and saturated NaCl aqueous solution successively, and separate the liquids. The ether layer was dried over anhydrous sodium sulfate, spin-dried and distilled under reduced pressure. A pale yellow liquid of I-3 was obtained with a yield of 72.1%.

[0051] 1 H NMR (DMSO) (ppm): 3.15 (2H, t), 1.47 (2H, m), 1.31 (2H, m), 0.86 (3H, t)

[0052] 19 F NMR (DMSO) (ppm): -65.08 (2F, s), -82.27 (2F, t), -85.59 (2F, d), -116.30 (2F, s).

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Abstract

The invention relates to an oxafluoroalkyl sulfonamide compound, a preparation method and an application as a sanitation and agricultural chemical insecticide. Its structural formula is as follows: the compound is an ether bond structure added to the perfluorosulfonamide compound, the synthesis method is simple, and the insecticidal activity test results show that it can not only increase the cockroach-killing activity of the compound, but also increase the biological activity of the compound to control rice planthoppers. Active, can be used to prepare sanitation or agricultural chemical pesticides.

Description

technical field [0001] The present invention relates to a new class of oxafluoroalkylsulfonamide compounds, a preparation method and their use as sanitation and agricultural chemical insecticides. technical background [0002] Sanitation pests spread diseases, suck blood and harass people, directly affecting people's health. With the continuous development of China's economy, the urban population and urban scale continue to expand, and the situation of sanitation pest control is becoming increasingly severe. According to the report, the global loss caused by termite damage alone is as high as 2.2 billion U.S. dollars a year, and the annual termite damage in China is also as high as 2.2 billion yuan. There are about 252 kinds of pathogens of infectious diseases, 45% of which can be transmitted by insects, and insect-borne infectious diseases account for 20% of the total number of infectious diseases. Therefore, the control of sanitary pests is an important measure in disease ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C311/25C07D295/26C07D239/42A01N41/06A01N43/84A01N43/36A01N43/40A01N43/50A01P7/04
Inventor 吕龙唐庆红吕强王学跃付群梅冯骁刘军
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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