4245-76-5Relevant academic research and scientific papers
Process improvements for the preparation of insecticide clothianidin
Wang, Qin,Wu, Yi,Wang, Kunyan,Sun, Yanxue,Zhu, Hongjun,Yu, Juan,Xu, Chaohang
, p. 2815 - 2819 (2014)
This article describes the process improvements for the preparation of the insecticide clothianidin 1. (Z)-1-Methyl-N-nitro-5-propyl-1,3,5-triazinan-2- imine (9) which was obtained by Mannich reaction of (Z)-1-methyl-2- nitroguanidine (5) n-Propylamine an
Insensitive nitrogen-rich materials incorporating the nitroguanidyl functionality
Zhang, Qinghua,He, Chunlin,Yin, Ping,Shreeve, Jean'Ne M.
, p. 212 - 217 (2014)
A new class of nitroguanidylfunctionalized nitrogen-rich materials derived from 1,3,5-triazine and 1,2,4,5- tetrazine was synthesized through reactions between N-nitroso-N'-alkylguanidines and the hydrazine derivatives of 1,3,5-triazine or 1,2,4,5-tetrazine. These compounds were fully characterized using multinuclear NMR and IR spectroscopies, elemental analysis, and differential scanning calorimetry (DSC). The heats of formation for all compounds were calculated with Gaussian 03 and then combined with experimental densities to determine the detonation pressures (P) and velocities (D v) of the energetic materials. Interestingly, some of the compounds exhibit an energetic performance (P and Dv) comparable to that of RDX, thus holding promise for application as energetic materials. Copyright
Thiamethoxam production method and extractant
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Paragraph 0088-0089; 0094-0095, (2020/05/01)
The invention provides a thiamethoxam production method and an extractant, belongs to the technical field of pesticides, particularly provides an extractant taking ethylene glycol salicylate as a complexing agent, and also provides a composite extractant. The extractant comprises a complexing agent and a diluent, and the complexing agent comprises the ethylene glycol salicylate and P204, wherein the extraction ratio of ethylene glycol salicylate to P204 is 1:1.5 to 1:2. The ethylene glycol salicylate used as the complexing agent and -N- of thiamethoxam have strong ion association to generate an ion extract with the same structure, so that the distribution ratio is increased; and when the extractant and the P204 are used for composite extraction, hydrogen bond association of the strong electron withdrawing group nitro -NO2 of thiamethoxam and -OH of P204 can be promoted, and when the extraction ratio of ethylene glycol salicylate to the P204 extractant is 1:(1.5-2), the distribution ratio can be synergistically increased, and the extraction rate is increased.
Method for preparing 1-methyl-3-nitroguanidine
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Paragraph 0036-0051; 0053; 0055, (2019/10/01)
The invention discloses a method for preparing 1-methyl-3-nitroguanidine. The method comprises the following steps: weighing of process water (mother liquor), methylamine and nitroguanidine, and stirring at a low temperature; gradient heating, heat preservation, and vacuum deamination; and reduction of the temperature of the system, centrifuging and filtering, reusing of the washing solution and the mother liquor, and drying for obtaining the 1-methyl-3-nitroguanidine. The method has the advantages of no acid, low reaction temperature, recyclability of ammonia gas generated by a byproduct, cycle use of the mother liquor and the washing solution, energy saving, environmental protection, white form of the finished product, improvement of the yield and purity, and great values in the field oflow-energy consumption green chemical engineering production.
Preparation method of methyl nitroguanidine
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Paragraph 0021-0023; 0025, (2017/12/27)
The invention relates to a preparation method of methyl nitroguanidine. The preparation method comprises the following steps: (1) adding a methylamine water solution with mass concentration of 40%, 20-30g of water and a polyethylene glycol catalyst with mass concentration of 1% into a 500ml round-bottom flask, then dropwise adding concentrated sulphuric acid, controlling the temperature of the system to be lower than or equal to 45 DEG C, and adding nitroguanidine into the reaction system after the dropwise addition of the concentrated sulphuric acid is finished; (2) after the addition of the nitroguanidine is finished, carrying out heat preservation for 1.5-2h under the condition that the temperature of the system is lower than or equal to 45 DEG C; after heat preservation is finished, neutralizing the product until the pH value is equal to 6.5 by using dilute sulphuric acid with mass concentration of 60%, then cooling to 10-15 DEG C, filtering, and washing to obtain a methyl nitro crude product; (3) beating the methyl nitro crude product, obtained in the step (2), together with water, recrystalizing, heating up to 85-90 DEG C, carrying out thermal filtration, cooling, filtering, and drying to obtain white solid. The preparation method provided by the invention has the advantages that the method not only can guarantee the purity of the methyl nitroguanidine, but also greatly increases the molar yield of the methyl nitroguanidine.
A N-methyl-N ' nitroguanideine synthesis process
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Paragraph 0014-0019, (2017/02/17)
The invention belongs to the technical field of pesticide intermediates, and relates to a N-methyl-N'nitroguanidine synthesis process, which comprises: (1) pouring fuming nitric acid and concentrated sulfuric acid into a reaction bottle, and adding S-methyl isothiourea sulfate under a stirring condition; (2) after completing the reaction, adding ice, carrying out suction filtration, and carrying out vacuum drying to obtain N-nitro methylthiourea powder; (3) pouring methanol into the reaction bottle, adding the dried N-nitro methylthiourea, and adding a methylamine alcohol solution in a dropwise manner at a room temperature; and (4) carrying out a reaction for 3 h at a temperature of 80 DEG C, filtering while hot, cooling, carrying out suction filtration, and carrying out vacuum drying on the filter cake to obtain the N-methyl-N'nitroguanidine solid. According to the process, the reaction condition is optimized, the cost is saved, and the total yield is increased to 85%.
Mannich-type reaction for synthesis of 3-methyl-4-nitroimino-tetrahydro-1, 3,5-oxadiazine
Qu, Wen-Yan,She, Dong-Mei,Zhao, Jian,Lin, De-Jie,Huang, Qi-Liang,Li, Feng-Min
experimental part, p. 1950 - 1958 (2012/06/18)
The reaction of N-methyl-N-nitroguanidine with 3-methyl-4-nitroimino- tetrahydro-1,3,5-oxadiazine is a Mannich-type reaction. The reaction was catalyzed by several organic and inorganic bases at different reaction times and temperatures. Three inorganic base catalysts [potassium carbonate (K 2CO3), sodium hydrogen carbonate (NaHCO3), and sodium hydroxide (NaOH)] and several organic bases (methylamine, ethamine, iso-propylamine, and n-butylamine) have been studied. The results showed that both the inorganic and organic base catalysts can be used as catalysts, with the organic bases performing better. N-Methyl-N′-nitroguanidine reacts to give the title compound 2 and is catalyzed by both acids and bases. The intensity of inorganic base catalysts, reaction temperature, and reaction time had significant effects on the products.
Design, synthesis, and insecticidal activity of 1,5-diphenyl-1-pentanone analogues
Yang, Shaoxiang,Kang, Tieniu,Rui, Changhui,Yang, Xinling,Sun, Yufeng,Cui, Zining,Ling, Yun
experimental part, p. 2394 - 2400 (2012/02/04)
Three series of novel 1,5-diphenyl-1-pentanone derivatives were designed and synthesized. Their structures were characterized by IR, 1H NMR techniques, and elemental analysis. The insecticidal activities of the new compounds were preliminarily evaluated. The bioassay results indicated that the compounds X11-X30 displayed better aphicidal activity against Aphis gossypii than compounds X1-X10 and the lead compound (E)-1,5-diphenyl-1-penten-1-one (A). The inhibitory rates of compounds X6 and X29 were 100% against Plutella xylostella (L.) at 600 mg·L-1. Compounds X12, X13, X19, X24, X25, X26 and X27 showed higher insecticidal activity against Tetranychus cinnabarinus (Boisduval) at 600 mg·L-1 than the lead compound (A).
Thermal behavior and nucleation kinetics of 1,5-dimethyl-2-nitroimino-1, 3, 5-triazinane crystal
Hu, Yonghong,Chen, Xiao,Yang, Wenge,Lei, Ziyu,Zhao, Cong
experimental part, p. 170 - 174 (2010/06/18)
Nitroguanidine derivatives have increasingly gained attention because of their high insecticidal activities and wide spectrum. In this paper, nitroguanidine derivative 1,5-dimethyl-2-nitroimino-1, 3, 5-triazinane was synthesized, and its crystal structure was determined by X-ray technique. The thermal behaviors of 1, 5-dimethyl-2-nitroimino-1, 3, 5-triazinane in a nitrogen atmosphere were also studied under non-isothermal conditions by thermogravimetry (TG) and differential scanning calorimetry (DSC) techniques. The TG and DSC studies showed that the sample started to melt at 408.1 K with high melting enthalpy of 121.3 J/g and was stable up to at least 423.2 K, which indicated that the sample could be effectively utilized for various devices below 423.2 K. The melting entropy of 1,5-dimethyl-2-nitroimino-1, 3, 5-triazinane calculated from melting point and melting enthalpy using Eq. (1) was 51.476 J mol-1 K-1. In addition, the nucleation parameters of 1,5-dimethyl-2-nitroimino-1, 3, 5-triazinane in ethanol, such as the radius of critical nucleus and the Gibbs free energy barrier, had also been investigated based on classical nucleation theory. Crown Copyright
IMPROVED METHOD FOR PRODUCING NITROISOUREA DERIVATIVE
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Page/Page column 5, (2008/12/04)
Disclosed is an improved process for producing nitroisourea derivatives which is necessary for producing nitroguanidine derivatives having an insecticidal activity. Specifically disclosed is a process for producing nitroisourea derivatives represented by the following general formula (3), which is characterized in that nitroisourea derivatives represented by the following general formula (1) and amines represented by the following general formula (2) or a salt thereof are reacted in the presence of a catalytic amount of a hydrogen carbonate,
