CAS: 29232-93-7; Pirimiphos-Methyl

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统一分类与标签REACH注册ECHA物质欧盟农药活性物质ECHA物质工作场所安全标识要求C&L通报REACH预注册废弃物危险特性清单

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CAS号2524-03-0 二甲基硫代磷酰氯 | CAS号42487-72-9 2-(二乙氨基)-6-甲基嘧啶-4-醇

合成工艺路线路线简述

  • 合成目标产物 Pirimiphos-Methyl 主要起始原料 Dimethyl Chlorothiophosphate And 2-Diethylamino-6-Hydroxy-4-Methylpyrimidine
  • (文献来源)合成步骤主要原料 Dimethyl Chlorothiophosphate 和 2-Diethylamino-6-Hydroxy-4-Methylpyrimidine
二甲基硫代磷酰氯,2-二乙基氨基-6-羟基-4-甲基嘧啶置于potassium Carbonate体系中,用 水,甲苯 用作溶剂,化学反应 0.5H,以98.6%的收率获得甲基嘧啶磷
参考文献:一种甲基嘧啶磷的绿色合成方法
标题:一种甲基嘧啶磷的绿色合成方法
摘要:本发明提供一种甲基嘧啶磷的绿色合成方法,包括如下步骤:采用2‑二乙基氨基‑6‑甲基‑4‑羟基嘧啶和碳酸钾水溶液在有机溶剂中反应,反应过程中进行减压以脱水,生成嘧啶醇钾盐,反应完成后经降温,再滴加甲基氯化物进行缩合反应,经过滤,减压浓缩得到甲基嘧啶磷原油.本发明的方法合成的甲基嘧啶磷杂质有害含量低,工艺条件容易控制,三废量少,符合绿色环保生产理念,适用于大规模的生产.

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专利信息


专利号:WO-2025056767-A1
优先权日:2023-09-15
标题 :Process for the preparation of enantiomerically enriched aliphatic amines
发明人:BOU HAMDAN FARHAN; GODINEAU EDOUARD; SMEJKAL TOMAS; DUMEUNIER RAPHAEL; BOUSSEMGHOUNE MOHAMED ABDELOUAHAB; BLUM MATHIAS
权利人:SYNGENTA CROP PROTECTION AG
摘要:The present invention relates to a process for the preparation of enantiomerically enriched cyclobutylamines of formula (I) from α-tertiary cyclobutanones and reacting said enantiomerically enriched cyclobutylamines to enantiomerically enriched cyclobutylamides. Such compounds are useful intermediates in the synthesis of microbiocidal thiazole compounds.

专利号:US-2016073631-A1
优先权日:2013-03-04
标 题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) n n n n n n n n n n n n wherein n P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; n R 1 is chlorodifluoromethyl or trifluoromethyl; n R 2 is optionally substituted aryl or optionally substituted heteroaryl; n n is 0 or 1; n including the process comprising n (a-i) reacting a compound of formula II n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; n with nitromethane in the presence a chiral catalyst to give a compound of formula III n n n n n n n n n n n n n n n n wherein P, R 1 and R 2 are as defined for the compound of formula I; and n (a-ii) reductively cyclising the compound of formula III to give the compound of formula I. n n n n n The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

专利号:US-9233920-B2
优先权日:2010-06-11
标题 :Process for the preparation of dihydropyrrole derivatives
发明人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS
权利人:EL QACEMI MYRIEM; SMITS HELMARS; CASSAYRE JEROME YVES; MULHOLLAND NICHOLAS PHILLIP; RENOLD PETER; GODINEAU EDOUARD; PITTERNA THOMAS; SYNGENTA PARTICIPATIONS AG; SYNGENTA LTD
摘要:The present invention provides stereoselective processes for the preparation of compounds of formula (I) wherein P is phenyl, naphthyl, a 6-membered heteroaryl group containing one or two nitrogen atoms as ring members, or a 10-membered bicyclic heteroaryl group containing one or two nitrogen atoms as ring members, and wherein the phenyl, naphthyl and heteroaryl groups are optionally substituted; R 1 is chlorodifluoromethyl or trifluoromethyl; R 2 is optionally substituted aryl or optionally substituted heteroaryl; n is 0 or 1; including the process comprising (a-i) reacting a compound of formula II wherein P, R 1 and R 2 are as defined for the compound of formula I; with nitromethane in the presence a chiral catalyst to give a compound of formula III Wherein P, R 1 and R 2 are as defined for the compound of formula I; and (a-ii) reductively cyclizing the compound of formula III to give the compound of formula I. The invention also provides intermediates useful for processes for the synthesis of compounds of formula (I).

专利号:US-10906880-B2
优先权日:2016-01-26
标题:Kind of isothiazole oxime ether-containing strobilurin derivatives and its preparation methods and application
发明人:FAN ZHIJIN; CHEN LAI; GUO XIAOFENG; ZHU YUJIE; QIAN XIAOLIN; MA LIUYONG; ZHANG NAILOU; WANG HAIXIA; ZHANG ZHIMING; XU JINGHUA; SONG YINQI
权利人:UNIV NANKAI
摘要:The present invention is that provided a synthesis method of a series of isothiazole oxime ether containing strobilurin derivatives IV. The present invention relates to 3,4-dichloroisothiazolyl oxime ether strobilurin derivatives, and their chemical structural formula is as shown by IV. n n n n n n n n n n The invention discloses the structural formula of the above compound, the synthesis method and the use as an insecticide, a fungicide, an anti-plant virus agent, and an agriculturally acceptable auxiliary or synergist and a commercial insecticide. The use of a fungicide, an anti-plant virus agent and an acaricide in combination for controlling agricultural, forestry, horticultural plant pests, diseases, virus diseases and preparation methods.

专利号:US-2007232495-A1
优先权日:2006-03-24
标题:Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
发明人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
权利人:NAPPA ALVARO O; LORENZINI FELIPE C; SANHUEZA ANDRES L
摘要:The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.

专利号:WO-2021074309-A1
优先权日:2019-10-16
标 题:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives as fungicides for combating specific phytopathogens
发明人:WEISS MATTHIAS; QUARANTA LAURA; BOU HAMDAN FARHAN; MAHAJAN ATUL; WILLIAMS SIMON; KILARU JAGADEESH; SEN INDIRA; BIERI STEPHANE; DIGGELMANN MARTIN
权利人:SYNGENTA CROP PROTECTION AG
摘要:1-(3-quinolyl)-3,4-dihydroisoquinoline derivatives of formula (I) as well as a method of combating, preventing or controlling the phytopathogens Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale), which comprises applying to the phytopathogen, to the locus of the phytopathogen, or to a plant susceptible to attack by the phytopathogen, or to propagation material thereof, a fungicidally effective amount of a 1-(3-quinolyl)-3,4-dihydroisoquinoline derivative of formula (I). The present description discloses the synthesis of exemplary compounds, formulation examples, relevant biological data (antifungal activity against Mycosphaerella graminicola (Septoria tritici), Fusarium culmorum, Gibberella zeae (Fusarium graminearum) and Monographella nivalis (Microdochium nivale) when spayed on plants), as well as comparative data against three prior art compounds (e.g. pages 52 to 85; formulation examples; examples A1 to A3; table E; compounds E.01 to E.187; biological examples). Exemplary compounds are e.g.: 5-bromo-1-(8-fluoro-3-quinolyl)spiro[4H-isoquinoline-3,1'- cyclopropane] (example A1) 5-bromo-1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline (example A2) 1-(8-fluoro-3-quinolyl)-3,3-dimethyl-4H-isoquinoline-5-carbonitrile (example A3)
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主要参考文献


1: Yu C, Li Y, Zhang Q, Zou N, Gu K, Li X, Pan C. Decrease of pirimiphos-methyl and deltamethrin residues in stored rice with post-harvest treatment. Int J Environ Res Public Health. 2014 May 16;11(5):5372-81. doi: 10.3390/ijerph110505372.
2: Tchicaya ES, Nsanzabana C, Smith TA, Donzé J, de Hipsl ML, Tano Y, Müller P, Briët OJ, Utzinger J, Koudou BG. Micro-encapsulated pirimiphos-methyl shows high insecticidal efficacy and long residual activity against pyrethroid-resistant malaria vectors in central Côte d'Ivoire. Malar J. 2014 Aug 25;13:332. doi: 10.1186/1475-2875-13-332.
3: Lee RM, Choong CT, Goh BP, Ng LC, Lam-Phua SG. Bioassay and biochemical studies of the status of pirimiphos-methyl and cypermethrin resistance in Aedes (Stegomyia) aegypti and Aedes (Stegomyia) albopictus (Diptera: Culicidae) in Singapore. Trop Biomed. 2014 Dec;31(4):670-9. doi: 10.1186/s13071-015-1239-x.

合成参考文献


摘要:Gigiena i Sanitariya. For English translation, see HYSAAV., 48(6)(32), 1983
摘要:Tsitologiya i Genetika. Cytology and Genetics. For English translation, see CYGEDX., 16(1)(45), 1982
摘要:USEPA/Office of Prevention, Pesticides and Toxic Substances; Interim Reregistration Eligibility Decision (IRED) for Primiphos-methyl p.15 (June 2001). Available from, as of October 11, 2012:
摘要:U.S. Environmental Protection Agency/Office of Prevention, Pesticides, and Toxic Substances. Reigart, J.R., Roberts, J.R. Recognition and Management of Pesticide Poisonings. 5th ed. 1999. EPA Document No. EPA 735-R-98-003, and available in electronic format at:
摘要:Muller F et al; Ullmann's Encyclopedia of Industrial Chemistry 7th ed. (1999-2012). NY, NY: John Wiley & Sons; Acaricides. Online Posting Date: July 15, 2009
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