CAS: 500011-91-6; Ethyl 3-Bromo-1-(3-Chloropyridin-2-yl)-4,5-Dihydro-1H-Pyrazole-5-Carboxylate

该化合物是一种化学化合物,其特征是其配有五人组成的环,内含两个相邻的氮原子.该化合物的特点是一个箱酸功能组,有助于其酸性和潜在的再活动.一个溴原子和一个氯代管环的存在表明,它可能具有有趣的生物或药理特性,因为卤化化合物往往显示在医药化学领域的活动有所增强.乙酸协会认为,该化合物可能更具亲脂性,有可能影响其溶性以及生物系统中的易腐性.

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338420-89-6 1097785-66-4 85964-21-2

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Ethyl 3-Chloro-1-(3-Chloropyridin-2-yl)-4,5-Dihydro-1H-Pyrazole-5-Carboxylate 500011-89-2
Ethyl 1-(3-Chloropyridin-2-yl)-3-((Phenylsulfonyl)Oxy)-4,5-Dihydro-1H-Pyrazole-5-Carboxylate
Ethyl 1-(3-Chloro-2-Pyridinyl)-4,5-Dihydro-3-[[(4-Methylphenyl)Sulfonyl]Oxy]-1H-Pyrazole-5-Carboxylate
乙基2-(3-氯-2-吡啶基)-5-氧代-3-吡唑烷羧酸酯 Ethyl 2-(3-Chloropyridin-2-yl)-5-Oxopyrazolidine-3-Carboxylate 500011-88-1

合成工艺路线路线简述

    📜2,3,6-三氯吡啶置于二氯化双(三环己基膦)镍(II),四丁基氯化铵,氢气,Sodium,一水合肼,三溴氧磷体系中,用 甲醇,乙醇,乙腈 作为反应溶剂,110.0 °C,1.4 Mpa 条件下,反应 12.74H,反应生成 3-溴-1-(3-氯吡啶-2-基)-4,5-二氢-1H-吡唑-5-甲酸乙酯
    参考文献:一种氯虫苯甲酰胺的制备方法
    标题:一种氯虫苯甲酰胺的制备方法
    摘要:本发明涉及杀虫剂合成领域,公开了一种氯虫苯甲酰胺的制备方法,包括中间体一的合成步骤,中间体二的合成步骤和氯虫苯甲酰胺的合成步骤.本发明以2,3,6‑三氯吡啶为原料,在催化剂a作用下与水合肼反应得到3,6‑二氯‑2‑肼基吡啶,然后在催化剂b的作用下,加氢还原反应得到中间体一,中间体一与马来酸二乙酯,在催化剂c的作用下制得2‑(3‑氯吡啶‑2‑基)‑5‑羟基吡唑‑3‑甲酸乙酯,溴化后水解得到中间体二,再由中间体二制得氯虫苯甲酰胺.本发明中,采用2,3,6‑三氯吡啶替代2,3‑二氯吡啶为原料制备中间体一,避免了2,3‑二氯吡啶原料难得及其合成条件苛刻和收率低等缺点,提高了中间体一的反应总收率,实现一锅法制备中间体二,减少后处理操作,降低了氯虫苯甲酰胺的合成成本.

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    专利信息


    专利号:WO-2021033172-A1
    优先权日:2019-08-20
    标题:Process for the preparation of chlorantraniliprole
    发明人:V ASHWIN; PRADHAN ASHOK KUMAR; PALIMKAR SANJAY SAMBHAJIRAO; MANE AVINASH SHESHRAO; KUNHIMON SYAM KUMAR UNNIARAN
    权利人:EUROFINS ADVINUS LTD
    摘要:The present invention relates to two novel, efficient and one-pot methods for synthesizing chlorantraniliprole. In the first scheme, Chlorantraniliprole is prepared by a novel telescopic process starting from 3-Bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxylic acid a key raw material-A (Key RM-A). In the second scheme, starting from Key RM-A, the process steps use of a novel variant of anthranilic acid (Methyl 2-amino-5-chloro-3-methylbenzoate), to get Chlorantraniliprole. Furthermore, the present invention also relates to the synthesis of key starting material for the synthesizing chlorantraniliprole in-situ. All the in-situ steps of the disclosed synthesis methods obtain good yield, without using any expensive reagent or base or harsh reaction conditions, which makes the process simple, environment friendly and more cost effective. With this process the production cost of chlorantraniliprole and its intermediates is substantially reduced; fewer by-products are formed during its synthesis and since it's a one-pot reaction, isolation and purification are easy to achieve.

    专利号:CN-115557931-A
    优先权日:2022-10-20
    标题 :A kind of efficient synthesis method of 3-bromo-1-(3-chloro-2-pyridyl)-1H-pyrazole-5-carboxylic acid

    专利号:CN-118546118-A
    优先权日:2024-05-15
    标题:A kind of synthesis method of chlorantraniliprole intermediate

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    合成参考文献


    参考文献:10.1107/s1600536809050673
    摘要:Chen H, Yang H, Yu H, Li B. Ethyl 3-bromo-1-(3-chloro-2-pyrid-yl)-4,5-dihydro-1H-pyrazole-5-carboxyl-ate. Acta Crystallogr Sect E Struct Rep Online. 2009 Nov 28;65(Pt 12):o3267.
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