5465-96-3Relevant academic research and scientific papers
Quinoline and 2-nitroimino-1, 3-diazacycloalkane hybrids: Design, synthesis and insecticidal activity
Sowmya, Jonnalagadda,Padma, Banda,Leelavathi, Panaganti
, (2021/12/09)
A library of new hybrid molecules comprising quinoline, 2-nitroimino-1, 3-diazacycloalkane motifs were designed and synthesized as plausible neonicotinoid analogues. These compounds were synthesized from 2-chloro/aryloxy-3-formyl quinolines and guanidine nitrate with the coupling of 2-chloro/aryloxy-3-(chloromethyl)quinolines, 2-nitroimino-1, 3-diazacycloalkanes under phase transfer catalysis (PTC) as crucial step. All the compounds were obtained in excellent yields (80–90%) and were characterized by 1H, 13C NMR and mass spectrometry. The newly generated compounds were screened for insecticidal activity against aphids in safflower field and some of them displayed moderate activity.
Preparation method of cycloxaprid
-
Paragraph 0022, (2021/04/17)
The invention provides a preparation method of cycloxaprid, which comprises the following steps: synthesizing an intermediate 1 from nitro-guanidine and ethylene diamine under the catalytic action of concentrated sulfuric acid, reacting the intermediate 1 with caustic soda liquid and formaldehyde to generate an intermediate 2, nitrifying the intermediate 2 to obtain an intermediate 3, reacting the intermediate 3 with 2-chloro-5-chloromethyl pyridine and butanedial under the action of a catalyst aluminum trichloride to obtain a product namely cycloxaprid, and carrying out post-treatment: cooling, filtering, washing and drying to obtain a cycloxaprid solid. The prepared cycloxaprid product is high in purity and low in impurity content, and the yield of cycloxaprid in the final product can reach 50% or above; the used solvent chloroform can be recycled, and the recovery rate is 75% or above; the raw materials are low in pollution, and the preparation method is safe, environmentally friendly, suitable for large-scale industrial production and good in application prospect and economic benefit.
Novel nicotinoid structures for covalent modification of wood: An environmentally friendly way for its protection against insects
Acker, Sophie,Kaufmann, Dieter E.,Namyslo, Jan C.,Plarre, Rudy,S?ftje, Martin
, p. 15726 - 15733 (2020/05/13)
Timber is constantly exposed to environmental influences under outdoor conditions which limits its lifetime and usability. In order to counteract the damaging processes caused by insects, we have developed a novel and more environmentally friendly method to protect wood materials via covalent modification by organic insecticides. Starting with an important class of synthetic insecticides which are derived from the natural insecticide nicotine, various new carboxylic acid derivatives of imidacloprid were made accessible. These activated neonicotinoids were utilized for the chemical modification of wood hydroxy groups. In contrast to conventional wood preservation methods in which biocides are only physically bound to the surface for a limited time, the covalent fixation of the preservative guarantees a permanent effect against wood pests, demonstrated in standardized biological tests. Additionally, the environmental interaction caused by non-bound neonicotinoids is significantly reduced, since both, a smaller application rate is required and leaching of the active ingredient is prevented. By minimizing the pest infestation, the lifetime of the material increases while preserving the natural appearance of the material.
A MANUFACTURING PROCESS FOR 2-NITROIMINO HETEROCYCLIC COMPOUNDS
-
Page/Page column 23-26, (2020/04/25)
The present invention relates to a process for manufacture of 2-nitroimino heterocyclic compounds and intermediates thereof. More particularly, the present invention relates to a convenient manufacturing process for preparation of 2-nitroimino imidazolidine compounds.
Efficient synthesis of N-allylated 2-nitroiminoimidazolidine analogues from Baylis–Hillman bromides
Kumar, Sriramoju Bharath,Pavan Kumar, Chebolu Naga Sesha Sai,Santhoshi, Amlipur,Kumar, Koochana Pranay,Murthy,Jayathirtha Rao, Vaidya
supporting information, p. 131 - 136 (2017/01/11)
Various Baylis–Hillman–derived new N-allylated 2-nitroiminoimidazolidine analogs were efficiently prepared using potassium carbonate as base. Simple workup procedure, excellent yields, and mild reaction conditions are the salient features of this method. All the synthesized compounds are screened for their larvicidal activity on fourth instar mosquito larvae, Culex quinquefasciatus.
A imidaclothiz synthetic method (by machine translation)
-
Paragraph 0015; 0017; 0021; 0025; 0027, (2017/10/22)
The invention relates to a imidaclothiz synthetic method, the synthetic method comprises the following steps: (1) in the reaction kettle A adding moisture content is 50% of nitroguanidine and quality the concentration percentage is 70% sulfuric acid, then drop [...] diamine, and up to 80 - 90 °C reaction, after the reaction is finished filter washing and drying, to obtain the intermediate imidazolidine; (2) in the reaction kettle B is sequentially added in toluene, imidazolidine, potassium carbonate and tetrabutyl ammonium bromide forming the mixed liquor, and then drop the plunger with 2 - chloro - 5 - chloromethyl-thiazole toluene solution of, in the 45 - 49 °C heating reaction 6 - 8 the H, finally, static layering, desolvation to get the yellow solid imidaclothiz. The advantage of this invention is characterized in that: in the imidazolidine in the process of generating, the dropping of ethylenediamine method to control the generation of secondary reaction, at the same time strict control of the reaction of raw materials in the amount ratio, and then can greatly improve the imidaclothiz product yield and content of, the yield can be increased to 90% or more, imidaclothiz content of the product can be improved to 95% or more. (by machine translation)
Method for synthesizing imidacloprid
-
Paragraph 0004; 0005; 0016; 0017; 0018, (2017/01/02)
The invention relates to the chemical field, and discloses a method for synthesizing imidacloprid. The method comprises the following steps: enabling nitroguanidine, 70% sulfuric acid, ethanediamine, 2-cholo-5-chloromethyl pyridine to react, wherein the reaction steps comprise the following steps: adopting nitroguanidine and 70% sulfuric acid, dropwise adding ethanediamine, and heating to a temperature being 80 DEG C to synthesize an intermediate imidazolidine; adding acetonitrile, the imidazolidine, potassium carbonate and CsCl to mix, dropwise adding an acetonitrile solution dissolved with 2-cholo-5-chloromethyl pyridine, heating and refluxing to react for 5 hours, and filtering to obtain the imidacloprid. According to the method, the product imidacloprid can be obtained by virtue of two-step reaction; and the preparation method is safe, environmentally friendly, suitable for industrial production, and has a wide application prospect.
Synthesis and application of imidazolylalkyl-ring-containing pyridylpyrazole derivatives
-
Paragraph 0013; 0020-0021, (2016/11/24)
The invention relates to synthesis and application of imidazolylalkyl-ring-containing pyridylpyrazole derivatives disclosed as General Formula (I). The compounds represent a type of broad-spectrum high-efficiency insecticidal bactericide structure. The imidazolylalkyl-ring-containing pyridylpyrazole derivatives can well control oriental armyworms, cabbage moths and asparagus caterpillars when being used as an insecticidal bactericide. The imidazolylalkyl-ring-containing pyridylpyrazole derivatives can also be well used for controlling corynespora leaf spot of cucumber, bacterial spot of cucumber, fusarium wilt of cucumber, downy mildew of cucumber, powdery mildew of cucumber, tomato bacterial leaf spot and rice sheath blight disease. In the Formula, R1, R2 and R3 are disclosed in the specification.
Design, synthesis and insecticidal activities of novel N-oxalyl derivatives of neonicotinoid compound
Zhao, Yu,Wang, Gang,Li, Yongqiang,Wang, Suhua,Li, Zhengming
experimental part, p. 475 - 479 (2010/10/20)
Ten novel neonicotinoid derivatives containing N-oxalyl groups were designed and synthesized, and their structures were characterized by 1H NMR, MS, IR, elemental analysis and single crystal X-ray diffraction analysis. The insecticidal activities of the new compounds were evaluated. The results of bioassays indicated that some of these title compounds exhibited excellent insecticidal activities.
Synthesis of imidacloprid analogues from novel chloronicotinaldehydes
Gangadasu,China Raju,Jayathirtha Rao
body text, p. 1213 - 1217 (2010/03/04)
(Chemical Equation Presented) A serious of imidacloprid analogues have been synthesized from novel chloronicotinaldehydes. The chloronicotinaldehydes are the important synthons obtained from Vilsmeier reaction of various enamides. Thus synthesized imidacloprid analogues are new heterocyclic compounds obtained in very good yields.
