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Oxo fluoroalkyl sulfamide compound and its preparing method and use

The technology of heterofluoroalkylsulfonamide and amine compounds is applied in the field of sanitation and agrochemical pesticides, which can solve the problems of large harm and achieve the effects of reasonable toxicity, good cockroach killing activity and good hygienic insecticidal activity.

Inactive Publication Date: 2006-11-08
SHANGHAI INST OF ORGANIC CHEMISTRY - 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

[0040] 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%.

[0041] Mp (melting point): 64-66°C

[0042] 1 H NMR (nuclear magnetic spectrum) (CD 3 Cl) (ppm): 3.77 (4H, s), 3.56 (4H, t).

[0043] 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

[0045] 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%.

[0046] 1 H NMR (CD 3 Cl) (ppm): 3.70 (2H, m), 3.33 (2H, m), 1.68 (6H, s).

[0047] 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

[0049] 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%.

[0050] 1 H NMR (DMSO) (ppm): 3.15 (2H, t), 1.47 (2H, m), 1.31 (2H, m), 0.86 (3H, t)

[0051] 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 present invention relates to oxo fluoroalkyl sulfonamide compound and its preparation process and use as household and farm chemical pesticide. Structurally, the compound is perfluoro sulfonamide compound with increased ether bond structure. It has simple synthesis process. The pesticidal activity test shows that the oxo fluoroalkyl sulfonamide compound has increased roach killing activity and plant hopper preventing and controlling bioactivity, so that it may be used in preparing household and farm chemical pesticide.

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