326829-08-7Relevant academic research and scientific papers
Discovery of novel 3-{[(5,5-dimethyl-4,5-dihydroisoxazol-3-yl)sulfonyl]methyl}benzo[d]isoxazole analogs as promising very long chain fatty acids inhibitors
Lin, Jian,Li, Yitao,Hu, Xiaoyun,Chi, Weilin,Zeng, Shuiming,Xu, Junxing
, p. 226 - 240 (2020/10/19)
Very long chain fatty acids (VLCFAs) are one of the most principal and promising targets for herbicides discovery. In order to explore and find novel VLCFAs inhibitors with higher herbicidal activity and improved crop safety, a variety of new 3-{[(5,5-dimethyl-4,5-dihydroisoxazol-3-yl)sulfonyl]methyl}benzo[d]isoxazole derivatives were reasonably designed and synthesized. The results of greenhouse experiments indicated that several compounds exhibited good herbicidal activity against Digitaria sanguinalis, Echinochloa crus-galli, and Setaria faberii at rates of 150 g ai/ha. Compounds g4 and h1 displayed promising herbicidal activity against D sanguinalis and E crus-galli at rates of 75 g ai/ha, which is better than commercial pyroxasulfone and S-metolachlor. Moreover, compound h1 displayed higher activity against E crus-galli, D sanguinalis, and S faberii than pyroxasulfone and S-metolachlor even at a rate of 37.5 and 18.75 g ai/ha. Furthermore, both of the compounds g4 and h1 were much safer to these tested crops, especially to rice, wheat and rape, at the rate of 150 g ai/ha than pyroxasulfone. Therefore, h1 may act as a new lead structure for novel herbicides discovery.
ISOXAZOLINE DERIVATIVES AND THEIR USES IN AGRICULTURE
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Paragraph 00158, (2021/02/12)
Provided are isoxazoline derivatives and uses thereof in agriculture; in particular, provided a compound having formula (I), a stereoisomer, an N-oxide or a salt thereof, preparation methods thereof, and compositions containng these compounds and uses thereof in agriculture, particularly uses as active ingredients of herbicide for controlling unwanted plants; wherein R1, R2, R3, R4, n, R5, R6, Ra, Rb, Rc, Rd and Re are defined as described in the invention.
Method for preparing pyroxasulfone intermediate 5, 5-dimethyl-4, 5-dihydroisoxazole-3-thioformamidine hydrochloride
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Paragraph 0056-0057; 0063-0065; 0067-0068; 0070-0072, (2021/04/14)
The invention relates to the field of pesticide herbicide synthesis, in particular to a method for preparing a sulfonylpyraflufen-ethyl intermediate 5, 5-dimethyl-4, 5-dihydroisoxazole-3-thioformamidine hydrochloride, which comprises the following steps: reacting a compound IV with strong acid to form salt to obtain a compound III; directly carrying out chlorination reaction on the compound III and chlorine without purification to obtain a chlorination product compound II; and reacting the compound II with thiourea in an organic solvent in the presence of inorganic acid to obtain a compound I. According to the method, the compound IV is used as a raw material, the raw material cost is low, salifying and chlorination are performed to obtain the product compound II, byproducts are few, reaction operation is easy and convenient, and pollution is small; AND finally, the compound I is prepared by directly reacting with thiourea in the presence of inorganic acid, the yield of a finished product is up to 90% or above, the purity can reach 99%, a used solvent can be completely recycled, and the method is very suitable for industrial production.
Pyroxasulfone synthesis method
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, (2020/07/21)
The invention provides a pyroxasulfone synthesis method. The method comprises the steps of: adopting a compound I as a starting raw material, carrying out cyclization reaction to synthesize an intermediate II, and carrying out chlorination reaction on the intermediate II under the action of a chlorination reagent to obtain an intermediate III; reacting the intermediate III with thiourea to obtaina hydrochloride intermediate IV, wherein the chlorination reagent is phosphorus pentachloride and/or phosphorus oxychloride; reacting the hydrochloride intermediate IV and a compound VI with formaldehyde to obtain an intermediate VII, carrying out difluoromethoxylation reaction on the intermediate VII to obtain an intermediate VIII, and oxidizing the intermediate VIII with hydrogen peroxide in thepresence of a catalyst to obtain pyroxasulfone IX, wherein the catalyst is sodium tungstate and acid. According to the method, the total yield is increased to 31-38%, the raw materials are simple andeasily available, the reaction process is simple and safe, the yield is high, and the method has certain significance for industrial production.
Isoxazoline derivative and applications in agriculture
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Paragraph 0231; 0237-0240, (2020/03/25)
The invention provides an isoxazoline derivative and applications in agriculture, specifically a compound represented by a formula (I) or a stereoisomer, a nitrogen oxide or a salt thereof, a preparation method of the compound, a composition containing the compound, and applications of the composition in agriculture, particularly application of the composition as a herbicide active ingredient in prevention and treatment of unwanted plants, wherein R, R, R, R, n, R, R, X and Cy are defined in the specification.
ISOXAZOLINE DERIVATIVES AND THEIR USES IN AGRICULTURE
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Paragraph 00163, (2020/03/29)
Provided are isoxazoline derivatives and uses thereof in agriculture; in particular, provided are a compound having formula (I), a stereoisomer, an N-oxide or a salt thereof, preparation methods thereof, and compositions containing these compounds and uses thereof in agriculture, particularly uses as herbicide active ingredients for controlling unwanted plants; wherein each of R1, R2, R3, R4, n, R5, R6, X and Cy is as described in the invention.
Method for producing thiocarboxamidine salt compound
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Page/Page column 19-24, (2020/12/07)
The present disclosure provides an industrially preferable, economical, and environmentally friendly method for producing a compound [C1] of formula (5), namely, a (4,5-dihydroisoxazol-3-yl)thiocarboxamidine salt compound. The present disclosure relates to a method wherein: a reaction expressed by reaction formula [C2] is caused so as to produce a compound of formula (4) by reacting a compound of formula (3) with a halogenation agent in the presence of a nitrile solvent, and the compound of formula (4) is subsequently reacted with an isothiouronium-forming agent, thereby producing a compound of formula (5).
PROCESS FOR PREPARATION OF PYROXASULFONE
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Page/Page column 21-22, (2020/12/11)
The present invention discloses a process for the preparation of Pyroxasulfone of Formula (I) or salt thereof. Particularly, the present invention discloses an improved process for the preparation of hydroxycarbonimidic dibromide compound of Formula (III) or salt thereof, wherein bromine anion is recycled by using a suitable oxidizing agent. Moreover, the present invention relates to a continuous flow process for preparing of compound of Formula (I) or salt thereof.
ISOXAZOLINE DERIVATIVES AND THEIR USES IN AGRICULTURE RELATED APPLICATION
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Paragraph 00213, (2019/04/26)
The present invention provides isoxazoline derivatives and uses thereof in agriculture; in particular, the present invention provides a compound having formula (I), or a stereoisomer, an N-oxide or a salt thereof, preparation methods thereof, and compositions containing these compounds and uses thereof in agriculture, particularly uses as herbicide active ingredients for controlling unwanted plants; wherein R1, R2, R3, R4, n, R5, R6 and Hy are as described in the invention.
A two-valence sulfonyl isoxazole derivatives and use thereof
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Paragraph 0010; 0018; 0023-0024, (2017/10/07)
The invention discloses a bi-titer sulfonyl isoxazole derivative in the technical field of organic compound weedicides, and application thereof. The bi-titer sulfonyl isoxazole derivative has a molecular structural formula shown as a general formula I. The invention further discloses a preparation method of the bi-titer sulfonyl isoxazole derivative. The bi-titer sulfonyl isoxazole derivative has very high activity of inhibiting weed growth and killing and removing weeds, and can be used in agricultural production, and is classified as a novel active component for weedicides.
