CAS: 94361-06-5; Cyproconazole

该化合物是一种系统性的三氯硝基苯杀菌剂,广泛用于农业,以控制谷物,大豆,咖啡和甘蔗等作物中的多种真菌疾病,其作用方式包括抑制egosterol生物合成,破坏真菌细胞膜完整性,主要优势包括强有力的预防和治疗活动,长期残留保护,以及应用后雨水的耐久性.青蒿素展览跨月和作物类动物运动,确保植物覆盖全面.该化合物对生锈,粉状温和叶斑点疾病等病原体有效.该化合物是作为一种湿润的粉末或悬浮剂浓缩剂形成,在应用方法上具有灵活性.其选择性将按建议的速度使用时的植物毒性风险降至最低.

结构式图片

欧盟法规

[欧盟农药活性物质

上下游产品

1,2,4-Triazole 2-(4-chlorophenyl)-3-cyclopropyl-1,2-butylene oxide (+/-)-(1-chloroethyl)cyclopropane 4-chlorobenzaldehyde3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)-2-(4-(trimethylstannyl)phenyl)butan-2-ol 2-(biphenyl-4-yl)-3-cyclopropyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 3-cyclopropyl-2-(4'-fluorobiphenyl-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 3-cyclopropyl-2-(4-(naphthalen-1-yl)phenyl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

合成工艺路线路线简述

  • 58905-19-4 + 2247304-42-1 = 94361-06-5
    反应条件:1.1 Solvents: Diethyl Ether; 0 °C; 0 °C -> Rt; 5 - 6 H,Rt
    标题:Method For Preparation Of Cyproconazole
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 60 - 100 Min,Reflux
    标题:Preparation Method Of Cyproconazole By 1-Chloro-2-(4-Chlorophenyl)-3-Methyl-4-Penten-2-Ol
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Sodium Methoxide Solvents: Methanol; 1 H,Rt
    标题:New Preparation Method Of Cyproconazole With High Yield
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Rt; 10 H,Reflux; Reflux -> Rt1.2 Reagents: Water
    标题:Preparation Method Of Cyproconazole
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Potassium Hydroxide Solvents: N-Methyl-2-Pyrrolidone; 145 - 150 °C1.2 Solvents: N-Methyl-2-Pyrrolidone; 145 - 150 °C; 2 H,145 - 150 °C
    标题:An Improved Process For Preparation Of An Azole Fungicide (Cyproconazole)
    参考文献:World Intellectual Property Organization]

    43177-42-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Dimethylformamide; Rt -> 90 °C; 2 H,90 °C1.2 Solvents: Dimethylformamide; 90 °C; 90 °C -> Rt1.3 Reagents: Water; Cooled
    标题:New Synthetic Method Of Cyproconazole
    作者:Li,Hongbo; Hao,Mengan; Fan,Qian; Wang,Liping; Liang,Wu; Et Al
    参考文献:Huaxue Yanjiu Yu Yingyong 日期:2009 卷标:21(9) 页码:1351-1354]

    75-12-7 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Hydrazine Solvents: Isopropanol; 1 H,Rt -> 80 °C; 5 H,80 °C1.2 Reagents: Hydrazine Solvents: Ethanol,Isopropanol,Tetrahydrofuran; 130 °C; 6 H,130 °C -> 175 °C
    标题:Preparation Of (1H-1,2,4-Triazol-1-Yl)Alkanols Via,Hydrazinylalkanol Intermediates
    参考文献:World Intellectual Property Organization]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dimethylformamide; 1.5 H,100 °C1.2 Solvents: Dimethylformamide; 12 H,100 °C -> 120 °C1.3 Solvents: Water; Cooled
    标题:1,2,4-Triazole Derivatives As Antifungal,Antiviral And Antitumor Agents And Their Preparation,Pharmaceutical And Agricultural Compositions And Use In The Treatment Of Fungal And Viral Infections And Cancers
    参考文献:World Intellectual Property Organization]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Ferric Hydroxide,Aluminum Hydroxide; 2 H,60 - 90 °C1.2 Reagents: Triphenylphosphine; 3 H,20 - 40 °C
    标题:Preparation Of Cyproconazole
    参考文献:China]

    94361-26-9 + 41253-23-0 = 94361-06-5
    反应条件:1.1 Solvents: N-Methyl-2-Pyrrolidone; Rt; 2 H,145 - 150 °C
    标题:An Improved Process For Preparation Of An Azole Fungicide (Cyproconazole)
    参考文献:India]

    123871-81-8 + 74-95-3 = 94361-06-5
    反应条件:1.1 Reagents: Zinc Catalysts: Acetyl Chloride,Cuprous Chloride Solvents: Dichloromethane; 1 - 1.5 H,Rt; Rt -> 60 °C; 5 - 8 H,50 - 60 °C
    标题:Preparation Of Cyproconazole From 2,4'-Dichloroacetophenone
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Sodium Hydroxide; Rt -> 110 °C; 10 H,110 °C; 110 °C -> 80 °C; 80 °C
    标题:Method For Preparing Triazole Germicide
    参考文献:China]

    123989-29-7 + 288-88-0 = 94361-06-5
    反应条件:1.1 Reagents: Dimethyl Sulfide Solvents: Acetonitrile; 0 °C; 0 °C -> Rt; Overnight,Rt1.2 Reagents: Sodium Methoxide; 0 °C; 0 °C -> Rt; 20 Min,Rt1.3 Solvents: Acetonitrile; Rt; 7 H,Rt1.4 Reagents: Sodium Methoxide Solvents: Dimethylformamide; 0 °C; 0 °C -> 100 °C; 6 H,100 °C; 100 °C -> Rt
    标题:Method For Preparation Of Cyproconazole From Cyclopropyl Methyl Ketone
    参考文献:China]

    75-12-7 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Hydrazine Solvents: Isopropanol; 1 H,Rt -> 80 °C; 5 H,80 °C1.2 Reagents: Hydrazine Solvents: Ethanol,Isopropanol,Tetrahydrofuran; 130 °C; 6 H,130 °C -> 175 °C
    标题:Preparation Of (1H-1,2,4-Triazol-1-Yl)Alkanols Via Hydrazinylalkanol Intermediates
    参考文献:Brazil]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 12 H,Reflux
    标题:Studies On Synthesis Of Cyproconazole
    作者:You,Huanan
    参考文献:Xiandai Nongyao 日期:2004 卷标:3(4) 页码:10-12]

    106-93-4 + 1730-25-2 + 623-03-0 = 94361-06-5
    反应条件:1.1 20 - 40 Min,Rt1.2 Reagents: Magnesium,Hydrochloric Acid Solvents: Water; 15 - 30 Min,Rt; Rt -> 5 °C1.3 Reagents: Calcium Oxide; Ph 6.7 - 7.3,5 - 10 °C; 5 - 20 °C1.4 Reagents: Zinc,Cuprous Chloride; 40 - 50 Min,50 - 58 °C1.5 Solvents: Carbon Tetrachloride; 1 - 1.5 H,50 - 58 °C; 1.6 - 2.8 H,50 - 58 °C
    标题:Process For Synthesizing Cyproconazole
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5
    反应条件:1.1 Reagents: Potassium Hydroxide,1,8-Diazabicyclo[5.4.0]Undec-7-Ene Solvents: N-Methyl-2-Pyrrolidone
    标题:Method For Preparing Cyproconazole
    参考文献:China]

    1196081-42-1 = 94361-06-5
    反应条件:1.1 Solvents: Water; 3 H,80 °C
    标题:Process For Preparing Cyproconazole
    参考文献:China]

    288-88-0 + 94361-26-9 = 94361-06-5 [标题:Reaction Conditions
    标题:Azole Derivatives
    参考文献:Federal Republic Of Germany
1-(4-氯苯基)-2-(1H-1,2,4-噻唑-1-基)-乙酮置于乙酰氯,Copper(L) Chloride,锌体系中,用 乙醚,二氯甲烷 作为反应溶剂,化学反应生成 环唑醇
参考文献:一种以2,4'-二氯苯乙酮为原料制备环唑醇的方法
标题:一种以2,4'-二氯苯乙酮为原料制备环唑醇的方法
摘要:本发明涉及有机合成领域,尤其涉及一种以2,4'‑二氯苯乙酮为原料制备环唑醇的方法,包括如下步骤:2,4'‑二氯苯乙酮与1,2,4‑三氮唑或1,2,4‑三氮唑盐发生亲核取代反应得到1‑(4‑氯苯基)‑2‑(1H‑1,2,4‑三唑‑1‑基)乙酮;1‑(4‑氯苯基)‑2‑(1H‑1,2,4‑三唑‑1‑基)乙酮与3‑卤代‑1‑丁烯格氏试剂,3‑卤代‑1‑丁烯有机锌试剂,1‑卤代‑2‑丁烯格氏试剂,1‑卤代‑2‑丁烯有机锌试剂中的一种或多种发生亲核加成反应,反应生成2‑(4‑氯苯基)‑3‑甲基‑1‑(1H‑1,2,4‑三唑‑1‑基)‑4‑戊烯‑2‑醇;2‑(4‑氯苯基)‑3‑甲基‑1‑(1H‑1,2,4‑三唑‑1‑基)‑4‑戊烯‑2‑醇与二卤甲烷制备的simmons‑smith试剂中的一种或多种成环得到环唑醇.本发明提供的环唑醇的制备方法路线短,反应温和,收率高,且反应过程不使用危险试剂,适宜大规模工业化生产.

海关参考信息

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-9968097-B2
优先权日:2012-05-30
标题:Composition comprising a biological control agent and a fungicide selected from inhibitors of the lipid membrane synthesis, the melanine biosynthesis, the nucleic acid synthesis or the signal transduction
发明人:WACHENDORFF-NEUMANN ULRIKE; ANDERSCH WOLFRAM; STENZEL KLAUS; SPRINGER BERND
权利人:BAYER CROPSCIENCE AG
摘要:The present invention relates to a composition comprising at least one biological control agent. Furthermore, the present invention relates to the use of this composition as well as a method for reducing overall damage of plants and plant parts.

专利号:US-9051282-B2
优先权日:2011-12-16
标 题:Methods for triazole synthesis
发明人:HENDERSON WILLIAM H; RICHARDSON JOHN
权利人:CHEMTREAT INC
摘要:Disclosed are methods of synthesizing triazoles that avoids the use of concentrated acids in favor of carbonic acid generated from CO 2 that can be practiced at ambient and/or elevated temperature and/or atmospheric and/or elevated pressures. The disclosed methods also provide a way of synthesizing triazole products that are sufficiently pure and/or of sufficient concentration whereby the reaction product(s) may not require purification or other treatment before being used in, for example, formulating water treatment compositions that will tend to suppress corrosion or as an intermediate product in a more complex synthesis.
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主要参考文献


1: Kang G, Kim J, Kwon E, Kim TH. Crystal structure of cyproconazole. Acta Crystallogr E Crystallogr Commun. 2015 Nov 28;71(Pt 12):o1007. doi: 10.1107/S2056989015022665. eCollection 2015 Dec 1.
2: Hester S, Moore T, Padgett WT, Murphy L, Wood CE, Nesnow S. The hepatocarcinogenic conazoles: cyproconazole, epoxiconazole, and propiconazole induce a common set of toxicological and transcriptional responses. Toxicol Sci. 2012 May;127(1):54-65. doi: 10.1093/toxsci/kfs086. Epub 2012 Feb 14. Epub 2007 Jun 8. doi: 10.1093/toxsci/kfr293. Epub 2011 Nov 1. doi: 10.1016/j.reprotox.2011.05.001. Epub 2011 May 13. doi: 10.1016/j.chemosphere.2016.05.073. Epub 2016 Jun 5. doi: 10.1002/elps.200800499. doi: 10.1016/j.etap.2015.12.008. Epub 2015 Dec 17. doi: 10.1111/j.1364-3703.2006.00336.x. doi: 10.1007/s00204-014-1336-1. Epub 2014 Sep 3. doi: 10.1016/j.chroma.2015.07.005. Epub 2015 Jul 4. doi: 10.1016/j.fct.2015.01.021. Epub 2015 Feb 2. doi: 10.1016/j.scitotenv.2016.09.076. Epub 2016 Sep 15. doi: 10.1016/j.toxlet.2013.05.011. Epub 2013 May 27. doi: 10.1002/ps.4204. Epub 2016 Feb 1.

合成参考文献


摘要:DiRocco, D. A.; Schultz, D. M., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 625.
摘要:Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan., 22(263), 1997
摘要:Lewis, R.J. Sr. (ed) Sax's Dangerous Properties of Industrial Materials. 11th Edition. Wiley-Interscience, Wiley & Sons, Inc. Hoboken, NJ. 2004., p. 1058
摘要:United States Environmental Protection Agency/ Prevention, Pesticides and Toxic Substances; Status of Pesticides in Registration, Reregistration, and Special Review. (1998) EPA 738-R-98-002, p. 362
摘要:Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 7-4, 7-5, 8-12 (1990)
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