CAS: 87674-68-8; Dimethenamid

该化合物是一种属于氯乙酰胺类的选择性除草剂,广泛用于玉米,大豆和日葵等作物中每年青草和大叶杂草的出世前控制.其行动方式包括抑制长链脂肪酸合成,干扰易感染杂草中的细胞膜形成.Dimetethenamid提供了可靠的残留活动,确保在不同土壤条件下长期抑制杂草.它表现出哺乳动物毒性低和有利的环境特征,包括与某些替代品相比,它减少了沥滤潜力.该化合物往往被配制成乳油浓缩剂或微粒悬浮剂,以提高处理和应用效率.其选择性和一贯性性能使它成为综合杂草管理系统的宝贵工具.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

N-[(Methoxymethyl)ethyl]-2,4-dimethyl-thiophene-3-amine chloroacetyl chloride 2,4-dimethyl-3-amino-thiophene Methoxyacetone

合成工艺路线路线简述

  • 合成目标产物 Dimethenamid 主要起始原料 2,5-Dimethyl-3-Thiaadipic Acid
  • 106014-16-8 = 87674-68-8
    反应条件:1.1 Reagents: Iron; 180 - 220 °C2.1 Solvents: Cyclohexane; 9 H,Reflux3.1 Reagents: Thionyl Chloride Solvents: Toluene; 20 °C; 2 H,20 °C3.2 Solvents: Toluene; 1 H,Reflux
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    106014-16-8 = 87674-68-8 [标题:Reaction Conditions
    标题:N-Thienylchloroacetamides
    参考文献:German Democratic Republic]

    79-42-5 = 87674-68-8
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Water; 15 Min,Rt -> 35 °C1.2 18 H,80 °C; 80 °C -> 50 °C1.3 Reagents: Hydrochloric Acid Solvents: Water2.1 Reagents: Iron; 180 - 220 °C3.1 Solvents: Cyclohexane; 9 H,Reflux4.1 Reagents: Thionyl Chloride Solvents: Toluene; 20 °C; 2 H,20 °C4.2 Solvents: Toluene; 1 H,Reflux
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    37143-54-7 + 106014-15-7 = 87674-68-8
    反应条件:1.1 Solvents: Cyclohexane; 9 H,Reflux2.1 Reagents: Thionyl Chloride Solvents: Toluene; 20 °C; 2 H,20 °C2.2 Solvents: Toluene; 1 H,Reflux
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    37143-54-7 + 106014-15-7 = 87674-68-8 [标题:Reaction Conditions
    标题:N-Thienylchloroacetamides
    参考文献:German Democratic Republic]

    79-04-9 + 87676-07-1 = 87674-68-8
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Dichloromethane,Water; 0.5 H,Rt; Rt
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    79-04-9 = 87674-68-8
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Toluene; 20 °C; 2 H,20 °C1.2 Solvents: Toluene; 1 H,Reflux
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    = 87674-68-8
    反应条件:1.1 Reagents: Thionyl Chloride Solvents: Toluene; 10 - 20 °C; 1 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Basified,Rt2.1 Reagents: Potassium Carbonate Solvents: Dichloromethane,Water; 0.5 H,Rt; Rt
    标题:Preparation Of N-(3-Thienyl)Chloroacetamides As Herbicides
    参考文献:Israel]

    = 87674-68-8 [标题:Reaction Conditions
    标题:Substituted Aminothiophenes
    参考文献:Switzerland]

    = 87674-68-8 [标题:Reaction Conditions
    标题:N-Thienylchloroacetamides
    参考文献:German Democratic Republic]

    79-42-5 = 87674-68-8 [标题:Reaction Conditions
    标题:N-Thienylchloroacetamides
    参考文献:German Democratic Republic
📜2,5-二甲基-3-硫杂己二酸置于盐酸羟胺,Sodium Acetate,乙酸酐,对甲苯磺酸体系中,用 甲醇,环己烷 作为反应溶剂,化学反应 14.0H,反应生成 二甲吩草胺
参考文献:3-氨基-2,4-二甲基噻吩的制备方法
标题:3-氨基-2,4-二甲基噻吩的制备方法
摘要:本发明涉及氯乙酰胺制备领域,公开了一种3‑氨基‑2,4‑二甲基噻吩的制备方法,该方法包括以下步骤,1)在酸酐和碱的存在下,将2,5‑二甲基‑3‑噻己二酸进行环合脱羧得到2,4‑二甲基四氢噻吩‑3‑酮;2)将2,4‑二甲基四氢噻吩‑3‑酮与羟胺或其盐缩合后重排得到3‑氨基‑2,4‑二甲基噻吩.通过本发明的方法,能够提供一种收率高,容易大规模生产的适合工业化的3‑氨基‑2,4‑二甲基噻吩的制备方法.

海关参考信息

专利信息


专利号:US-5703248-A
优先权日:1990-05-22
标 题:Process for the selective trihalogenation of ketones useful as intermediates in the synthesis of thiophenes
发明人：ROMMEL JEFFREY S; TRAXLER JAMES T; BOETTCHER RICHARD R
摘要:The present invention concerns a novel process for the selective trihalogenation of ketones employing organic halogen salts.

专利号:WO-2024256370-A1
优先权日:2023-06-13
标 题 :Synthesis of glufosinate using an amidase-based process
发明人：ZIMMERMANN GUNTHER; POTT MORITZ STEFAN
权利人:BASF SE
摘要:The present invention relates to a method of preparing glufosinate, comprising the steps of hydrolysing an N-carbamoyl glufosinate amide with an Amidase enzyme to form an N- carbamoyl amino acid compound followed by cleaving off the carbamoyl moiety of said N- carbamoyl amino acid compound.

专利号:US-2025120400-A1
优先权日:2021-12-10
标题:Synthesis of glufosinate using a hydantoinase-based process
发明人：DITRICH KLAUS; BREUER MICHAEL; POTT MORITZ STEFAN; ZIMMERMANN GUNTHER; SEEMAYER STEFAN
权利人:BASF SE
摘要:The present invention relates to a method of manufacturing glufosinate, comprising the steps of hydrolysing a hydantoin with a Hydantoinase enzyme to form a N-carbamoyl amino acid compound followed by cleaving off the carbamoyl moiety of said N-carbamoyl amino acid compound.

专利号:US-11919928-B2
优先权日:2016-03-16
标题 :Method for producing dihydrotentoxin
发明人：KUBO TAKASHI; MACHIDA MASAYUKI; FUJIOKA TOMONORI; YAMAGUCHI Shigenari; KAWAI KIYOSHI
权利人:KUMIAI CHEMICAL INDUSTRY CO
摘要:An object of the present invention is to identify an enzyme having activity of synthesizing dihydrotentoxin that is a tentoxin precursor and an enzyme having activity of synthesizing tentoxin using dihydrotentoxin as a substrate. The present invention concerns a tentoxin synthesis-related gene encoding a protein comprising the amino acid sequence of SEQ ID NO: 16 and having activity of nonribosomal peptide synthesis of dihydrotentoxin and a tentoxin synthesis-related gene encoding a protein comprising the amino acid sequence of SEQ ID NO: 18 and having activity of converting dihydrotentoxin to tentoxin.

专利号:US-9750259-B2
优先权日:2014-11-24
标题:Pyroxasulfone and glutamine synthesis inhibitor compositions for weed control
发明人：REFSELL DAWN
权利人:VALENT U S A; VALENT USA CORP
摘要:The present invention is directed to compositions containing herbicidal mixtures of pyroxasulfone and glutamine synthesis inhibitors. The present invention is further directed to methods of increasing the activity of a glutamine synthesis inhibitor with the compositions of the present invention.

专利号:US-2021386068-A1
优先权日:2018-11-07
标题 :Compositions comprising pyridine carboxylate herbicides and very long chain fatty acid (vlcfa) synthesis inhibitor herbicides
发明人：KISTER JEREMY; SATCHIVI NORBERT M
权利人:CORTEVA AGRISCIENCE LLC
摘要:Disclosed herein are compositions comprising (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof and (b) a VLCFA synthesis inhibitor herbicide. Also disclosed herein are methods of controlling undesirable vegetation, comprising applying to vegetation or an area adjacent the vegetation or applying in soil or water to control the emergence or growth of vegetation (a) a pyridine carboxylate herbicide or an agriculturally acceptable N-oxide, salt, or ester thereof, and (b) a VLCFA synthesis inhibitor herbicide.

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主要参考文献


1: Sivey JD, Arey JS, Tentscher PR, Roberts AL. Reactivity of BrCl, Br₂, BrOCl, Br₂O, and HOBr toward dimethenamid in solutions of bromide + aqueous free chlorine. Environ Sci Technol. 2013 Feb 5;47(3):1330-8. doi: 10.1021/es302730h. Epub 2013 Jan 16. Erratum in: Environ Sci Technol. 2013 Aug 6;47(15):8990. doi: 10.1016/j.chemosphere.2016.09.011. Epub 2016 Sep 15. doi: 10.1016/j.marpolbul.2012.07.039. Epub 2012 Oct 2. doi: 10.1021/es9038903.
10: Claerhout S, De Cauwer B, Reheul D. HERBICIDE SENSITIVITY OF ECHINOCHLOA CRUS-GALLI POPULATIONS: A COMPARISON BETWEEN CROPPING SYSTEMS. Commun Agric Appl Biol Sci. 2014;79(2):81-8. doi: 10.1016/j.scitotenv.2014.08.001. Epub 2014 Aug 16. doi: 10.1016/j.jhazmat.2018.04.073. Epub 2018 Apr 30. doi: 10.1016/j.jenvman.2018.03.119. Epub 2018 Apr 9. doi: 10.1016/j.scitotenv.2011.06.046. Epub 2011 Aug 9. doi: 10.1016/j.chemosphere.2013.02.005. Epub 2013 Mar 13.

合成参考文献


摘要:US EPA; Problem formulation for the ecological risk and drinking water exposure assessments to be conducted for the registration review of dimethenamid and dimethenamid-P. EPA-HQ-OPP-2015-0803-0007. Washington, DC: U.S. Environmental Protection Agency (2016). Available from, as of Aug 10, 2018:
摘要:Zhang Q et al; Proteomics 7 (8): 1261-78 (2007)
摘要:MacBean C, ed; e-Pesticide Manual. 15th ed., ver. 5.1, Alton, UK: British Crop Protection Council. Dimethenamid (87674-68-8) (2008-2010)
摘要:Franke C et al; Chemosphere 29: 1501-14 (1994)
参考文献:10.1016/s1383-5742(99)00019-8
摘要:Dearfield KL, McCarroll NE, Protzel A, Stack HF, Jackson MA, Waters MD. A survey of EPA/OPP and open literature on selected pesticide chemicals. II. Mutagenicity and carcinogenicity of selected chloroacetanilides and related compounds. Mutat Res. 1999 Jul 15;443(1-2):183–221. doi: 10.1016/s1383-5742(99)00019-8.
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