dufulin | 882182-49-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: dufulin
• 英文别名: N-[diethoxyphosphoryl-(2-fluorophenyl)methyl]-4-methyl-1,3-benzothiazol-2-amine
• CAS: 882182-49-2
• 化学式: C₁₉H₂₂FN₂O₃PS
• 分子量: 408.433
• InChiKey: CLASFMUIFVKHQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  88.7
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dufulin 在 Daicel Chiralpak IA column 作用下， 以 乙醇 、 正己烷 为溶剂， 生成 (S)-dufulin 、 (R)-dufulin
  参考文献：
  名称：

  Enantioselective Degradation of Dufulin in Four Types of Soil

  摘要：

  In this study, enantioselective degradation of dufulin in four types of soil (Guiyang silty loam, Nanning silty clay, Hefei silty clay, and Harbin silty clay) was investigated under sterile and nonsterile conditions. Pesticide residues in soil samples were extracted with acetonitrile. S-(+)-Dufulin and R-(-)-dufulin were separated and determined on an amylose tris(3,5-dimethylphenylcarbamate) (Chiralpak IA) chiral column by normal phase high-performance liquid chromatography (HPLC). The absolute configurations of dufulin enantiomers were determined by obtaining experimental and computed circular dichroism spectra. Dufulin enantiomers were found to be configurationally stable in the selected soils, and no interconversion was observed during the incubation of enantiopure S-(+)- or R-(-)-dufulin under nonsterile conditions. Compared to the half-life (t(1/2)) of dufulin in sterile soils, the degradation rate was higher in nonsterile soils, which suggests that dufulin degradation can be attributed primarily to microbial activity in soils used for agricultural cultivation. Furthermore, enantiopure S-(+)-dufulin degraded more rapidly than its antipode. This suggests that use of enantiopure S-(+)-dufulin could exert less disturbance to soil bioactivity and contribute less to environmental pollution.

  DOI：

  10.1021/jf404130d
• 作为产物：
  描述：

  (1-(2-fluorophenyl)-N-(4-methylbenzo[d]thiazol-2-yl)methanimine) 、 亚磷酸二乙酯 在 C₃₂H₁₉F₂O₃P 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 24.0h， 以20%的产率得到dufulin
  参考文献：
  名称：

  Asymmetric Synthesis of α-Aminophosphonates Using the Inexpensive Chiral Catalyst 1,1’-Binaphthol Phosphate

  摘要：

  在温和条件下，廉价的手性有机催化剂(R)-3,3'-[4-氟苯基]2-1,1'-联萘酚磷酸酯催化肉桂醛衍生的醛亚胺与二烷基亚磷酸酯的不对称加成反应，已被发现是有效的，能够以中等产率(30-65%)和立体选择性(8.4%-61.9%)得到新的α-氨基亚磷酸酯9。

  DOI：

  10.3390/molecules15085782

文献信息

• [EN] PHENANTHRENE-CONTAINING HETEROCYCLIC COMPOUNDS, PREPARATION METHOD THEREFOR AND APPLICATION THEREOF AS PLANT VIRUCIDES<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES CONTENANT UN PHÉNANTHRÈNE, LEUR PROCÉDÉ DE PRÉPARATION ET LEUR APPLICATION COMME COMPOSÉS VIRUCIDES POUR LES PLANTES
  申请人：UNIV NANKAI

  公开号：WO2015027772A1

  公开（公告）日：2015-03-05

  公开了通式（I）所示的含菲杂环类化合物及其制备和在农药上的应用。该化合物的合成方法简单，易于工业化生产。所述含菲杂环类化合物可用作抗植物病毒剂来抑制烟草花叶病毒、辣椒病毒、水稻病毒、番茄病毒、甘薯病毒、马铃薯病毒和瓜类病毒及玉米矮花叶病毒等，尤其是抑制烟草花叶病毒。通式（I）中R1、R2、R3、X1-X7、m和n定义如说明书。
• 一种毒氟磷化合物的制备方法
  申请人：广西田园生化股份有限公司

  公开号：CN114891039A

  公开（公告）日：2022-08-12

  本发明涉及一种毒氟磷化合物的制备方法，包括如下步骤：(1)使2‑氨‑4‑甲基苯并噻唑和邻氟苯甲醛进行回流反应，生成希夫碱；(2)使亚磷酸二乙酯与步骤(1)制得的希夫碱进行回流反应，生成含毒氟磷混合液；(3)对步骤(2)制得的含毒氟磷混合液进行结晶，得到含毒氟磷结晶物混合液；(4)对步骤(3)中得到的含毒氟磷结晶物混合液进行共沸蒸馏，分离得到毒氟磷化合物。本发明制备方法工艺简单、成本低、反应的收率高、适合工业化生产。
• Asymmetric Synthesis of α-Aminophosphonates Using the Inexpensive Chiral Catalyst 1,1’-Binaphthol Phosphate
  作者：Weiming Xu、Sha Zhang、Song Yang、Lin-Hong Jin、Pinaki S. Bhadury、De-Yu Hu、Yuping Zhang

  DOI：10.3390/molecules15085782

  日期：——

  Asymmetric addition under mild conditions of dialkyl phosphites on aldimines derived from cinnamaldehyde catalyzed by the inexpensive chiral organocatalyst (R)-3,3’-[4-fluorophenyl]2-1,1’-binaphthol phosphate has been found effective to give new α-amino-phosphonates 9 in moderate yields (30–65%) and enantiomeric excess (8.4%–61.9%).

  在温和条件下，廉价的手性有机催化剂(R)-3,3'-[4-氟苯基]2-1,1'-联萘酚磷酸酯催化肉桂醛衍生的醛亚胺与二烷基亚磷酸酯的不对称加成反应，已被发现是有效的，能够以中等产率(30-65%)和立体选择性(8.4%-61.9%)得到新的α-氨基亚磷酸酯9。
• Enantioselective Degradation of Dufulin in Four Types of Soil
  作者：Kan-Kan Zhang、De-Yu Hu、Hui-Jun Zhu、Jin-Chuan Yang、Bao-An Song

  DOI：10.1021/jf404130d

  日期：2014.2.26

  In this study, enantioselective degradation of dufulin in four types of soil (Guiyang silty loam, Nanning silty clay, Hefei silty clay, and Harbin silty clay) was investigated under sterile and nonsterile conditions. Pesticide residues in soil samples were extracted with acetonitrile. S-(+)-Dufulin and R-(-)-dufulin were separated and determined on an amylose tris(3,5-dimethylphenylcarbamate) (Chiralpak IA) chiral column by normal phase high-performance liquid chromatography (HPLC). The absolute configurations of dufulin enantiomers were determined by obtaining experimental and computed circular dichroism spectra. Dufulin enantiomers were found to be configurationally stable in the selected soils, and no interconversion was observed during the incubation of enantiopure S-(+)- or R-(-)-dufulin under nonsterile conditions. Compared to the half-life (t(1/2)) of dufulin in sterile soils, the degradation rate was higher in nonsterile soils, which suggests that dufulin degradation can be attributed primarily to microbial activity in soils used for agricultural cultivation. Furthermore, enantiopure S-(+)-dufulin degraded more rapidly than its antipode. This suggests that use of enantiopure S-(+)-dufulin could exert less disturbance to soil bioactivity and contribute less to environmental pollution.