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Use of o-carbonyl oxime compound and preparation method thereof

A compound, carbonyl oxime technology, applied in the detection of nerve agents, preparation of o-carbonyl oxime compounds, detection of nerve agents, especially G-type nerve agents, specific identification of G-type and V-type nerve agents, G-type Nerve agent field

Active Publication Date: 2014-08-06
INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition to being OPs antidotes, oxime compounds can also build a good analysis system, but there is no method for using oxime compounds to quickly detect and distinguish class G and class V nerve agents by colorimetry or SERS.

Method used

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  • Use of o-carbonyl oxime compound and preparation method thereof
  • Use of o-carbonyl oxime compound and preparation method thereof
  • Use of o-carbonyl oxime compound and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0086] 2g (30mmol) methylglyoxal aqueous solution, 2g (28.5mmol) hydroxylamine hydrochloride, 0.2g (1.9mmol) Na 2 CO 3 Mix homogeneously with 4mL THF in a 100mL three-necked round-bottomed flask, and react with magnetic stirring at room temperature. During the reaction, use thin-layer chromatography (TLC) to monitor the raw material methylglyoxal (developing agent is n-hexane / ethyl acetate=10: 1, v / v), after about 3 hours of reaction, TLC showed that the raw material point was close to disappear, stop stirring, pour the reaction solution into a 250mL beaker, extract three times with THF, discard the aqueous phase, combine the organic phase, and use anhydrous Na 2 SO 4 The organic phase was dried overnight, and the solvent was removed by rotary evaporation to obtain a brown oily liquid, which was further purified by silica gel column chromatography (300 mesh, eluent: ethyl acetate:dichloromethane=1:1) to obtain a light yellow oily liquid, acetone aldoxime Its purity is high...

Embodiment 2

[0088] Mix 10g (100mmol) acetylacetone, 30mL acetic acid and 10mL ultrapure water in a 250mL three-necked round-bottomed flask evenly, place a magnetic stirrer and a thermometer in the three-necked flask, under nitrogen protection and ice bath conditions, stir for 10min, and then 8g (160mmol) NaNO 2 Dissolve in 10mL of deionized water, add dropwise to the acetic acid solution of acetylacetone with a constant pressure liquid adder, control the drop rate, and keep the reaction temperature at 8-10°C. After the dropwise addition is completed, remove the ice bath and re- The reaction was carried out for 1 h, and the raw materials and products were monitored by GC-MS. After stopping the reaction, the organic phase was extracted 3 times with anhydrous ether, and saturated NaHCO 3 After the solution was washed to neutrality, the organic phase was washed twice with distilled water, and the water phase was discarded after standing for stratification. 2 SO 4 After drying, diethyl ethe...

Embodiment 3

[0090] Mix 2g (12.3mmol) of 1-phenyl-1,3-butanedione, 15mL of acetic acid and 10mL of ultrapure water in a 100mL three-necked round-bottomed flask, and place a magnetic stirrer, a thermometer in the three-necked flask, and nitrogen protection And under ice bath conditions, after stirring for 10min, 0.93g (13.5mmol) NaNO 2 Dissolve in 10mL deionized water, add dropwise to the acetic acid solution of 1-phenyl-1,3-butanedione with a constant pressure dispenser, pay attention to control the rate of addition, keep the reaction temperature at 8-10°C, wait for the dropwise After the addition was complete, the ice bath was removed, and the reaction was carried out at room temperature for another 1 h, and the raw materials and products were monitored by GC-MS. After stopping the reaction, the organic phase was extracted 3 times with anhydrous ether, and saturated NaHCO 3 After the solution was washed to neutrality, the organic phase was washed twice with distilled water, and the water...

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Abstract

The invention relates to use of an o-carbonyl oxime compound and a preparation method thereof and particularly relates to use of the o-carbonyl oxime compound for detecting nerve agents, particularly a G type nerve agent as well as use for specifically identifying G and V type nerve agents. The invention further relates to a method of detecting the nerve agents, particularly the G type nerve agent as well as a preparation method of reducing the o-carbonyl oxime compound under different reaction conditions by taking different o-carbonyl aldehyde or diketone compounds. According to the use of the invention, a specific reaction of o-carbonyl oxime and the nerve agents and detecting advantages of the colorimetric method and SERS (Surface Enhanced Raman Scattering) are organically combined so as to quickly detect the nerve agents and successfully differentiate the G and V type nerve agents.

Description

technical field [0001] The present invention relates to the use and preparation method of o-carbonyl oxime compounds, specifically, the present invention relates to the use of o-carbonyl oxime compounds for the detection of neurotoxins, especially class G neurotoxins, and for the specific identification of class G and class V Use of nerve agents. The invention also relates to a method for detecting nerve agents, especially class G nerve agents, and a preparation method for o-carbonyl oxime compounds. Background technique [0002] Organophosphorus agents (Organophosphorus agents, OPs) are a class of highly toxic compounds including organophosphorus pesticides and nerve agents. Because of their high toxicity and quick killing characteristics, they have attracted a lot of attention since their discovery in the 19th century. Nerve agents are among the most toxic compounds and have been included in the category of chemical warfare agents (CWAs). Sarin (GB), Soman (GD), Tabun (G...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/33G01N21/65C07C251/38C07C251/40C07C249/10C07C249/08
Inventor 谢剑炜吴剑峰郭磊冯建林高敬高海月
Owner INST OF PHARMACOLOGY & TOXICOLOGY ACAD OF MILITARY MEDICAL SCI P L A
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