36315-01-2Relevant articles and documents
Sorption and degradation of azimsulfuron on iron(III)-rich soil colloids
Pinna, M. Vittoria,Pusino, Alba,Gessa, Carlo
, p. 8081 - 8085 (2004)
The sorption of N-[[(4,6-dimethoxypyrimidin-2-yl)amino]carbonyl]-1-methyl- 4-(2-methyl-2H-tetrazole-5-yl)1H-pyrazole-5-sulfonamide (AZS) on an iron oxide, iron(III)-humate, and an Fe3+-saturated clay was studied using a batch equilibrium method. Generally, 20 mg of each colloid was equilibrated with 20 mL of AZS solution (1.5-12.7 μM). The sorption on iron-montmorillonite and iron oxide was rapid, and the equilibrium was attained within 1.5 and 5 h, respectively. In the case of Fe-saturated humic acid the equilibrium time was 20 h. After equilibration, the phases were centrifuged (19000g, 15 min) and the supernatant was sampled and analyzed by HPLC. The values of Freundlich constants indicate that iron oxide (Kads = 199-5) shows the highest sorptive capacity toward AZS, followed by iron(III)-clay (Kads = 146.6) and iron(III)-humate (Kads = 108.2). With elapsing time, AZS degradation was observed in all colloidal suspensions. Iron-humate (t1/2 = 136 h) is most effective in promoting AZS degradation, followed by iron oxide (t 1/2 = 204 h) and iron-clay (t1/2 = 385 h). The metabolites 2-amino-4,6-dimethoxypyrimidineand 1-methyl-4-(2-methyl-2H-tetrazole-5-yl)-1H- pyrazole-5-sulfonamide, arising from a hydrolytic cleavage of the sulfonylurea bridge, were the only byproducts observed. A Fourier transform infrared study suggests that the sorption of AZS on iron-clay involves the protonation of one of the two basic pyrimidine nitrogens induced by the acidic water surrounding the saturating Fe3+ ions. Instead, the formation of a six-membered chelated complex favors the sorption of AZS on iron oxide.
Synthesis of 2-amino-4,6-dimethoxypyrimidine with dimethyl carbonate as methylating agent
Xiong, Zhen,Zhou, Minghao,Xiao, Guomin
, p. 1789 - 1797 (2014)
2-amino-4,6-dimethoxypyrimidine (ADM) was prepared from 2-amino-4,6-dihydroxypyrimidine (ADH) in the presence of potassium carbonate and phase transfer catalyst (PTC), with dimethyl carbonate (DMC) instead of conventional toxic reagents (such as haloalkan
Kinetic study on acid-base catalyzed hydrolysis of azimsulfuron, a sulfonylurea herbicide
Khan, M. Niyaz,Bakar, Baki B.,Yin, Fenny W. N.
, p. 253 - 260 (1999)
Pseudo-first-order rate constants (kobs) for hydrolysis of a sulfonylurea herbicide, azimsulfuron, AZIM, {N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbony]-1-methyl-4- (2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide} (AZS) follow an empirical relationship: kobs = α1+α2[-OH]+α3 [-OH]2 within the [NaOH] range of 0.1-2.0 M at different temperatures ranging from 40 to 55 °C. The contribution of α3[-OH]2 term is small compared with α2[-OH] term and this turns out to be zero at 60 °C. Pseudo-first-order rate constants (kobs) for hydrolysis of AZS within the [H+] range from 2.5×10-6 to 1.4 M follow the relationship: kobs = (α1Ka+β1[H*]+β2 [H+]2)/([H+]+Ka) where pKa = 4.37 at 50 °C. The value of β1 is nearly 25 times larger than that of α1. The rate of alkaline hydrolysis of AZIM is weakly sensitive to ionic strength.
Chromatography and high-resolution mass spectrometry for the characterization of the degradation products of the photodegradation of amidosulfuron: An analytical approach
Harir, Mourad,Chnirheb, Amina,Kanawati, Basem,El Azzouzi, Mohammed,Schmitt-Kopplin, Philippe
, p. 5271 - 5278 (2013)
Simulated sunlight irradiation causing degradation of amidosulfuron, a pyrimidinylsulfonylurea herbicide, has been investigated in aqueous solution. The main degradation products were followed up by ultrahigh-pressure liquid chromatography with a UV detector (UHPLC-UV) and identified by combining ultrahigh-pressure liquid chromatography-mass spectrometry (UHPLC-MS) and Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR-MS). On the basis of the retrosynthetic analysis, the most identified degradation products were mainly due to the losses of methylsulfamic acid (CH5NO 3S), sulfocarbamic acid (CH3NO5S), carbamic acid (CH3NO2), methyl(methylsulfonyl)sulfamic acid (C 2H7NO5S2), N- methylmethanesulfonamide (C2H7NO2S), and sulfonic acid (H2SO4) molecules. Accordingly, O and S-demethylation as well as hydroxylation processes were also observed. Sum formulas of the main degradation products were assigned, and a mechanical pathway is proposed.
Preparation method of 2-amino-4, 6-dimethoxypyrimidine
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Paragraph 0028; 0031; 0032; 0035; 0036; 0039, (2021/03/30)
The invention discloses a preparation method of 2-amino-4, 6-dimethoxypyrimidine, which comprises the following steps: S1, reacting malononitrile with methanol and hydrogen chloride to prepare 1, 3-dimethoxymalonamidine dihydrochloride; S2, controlling the pH value to be 5-6, and adding cyanogen chloride to react with 1, 3-dimethoxypropane diamidine dihydrochloride, so as to prepare 3-amino-3-methoxy-N-nitrile-based 2-propylamidine; and S3, carrying out cyclization on the 3-amino-3-methoxy-N-nitrile-2-propylamidine to obtain 2-amino-4, 6-dimethoxy pyrimidine; wherein the reaction in the step S1-S3 is carried out in an organic solvent. The cyanide chloride is adopted to replace cyanamide in a traditional method, the water content of a synthesis system is reduced, the amount of three wastesis reduced, a target product is synthesized through a one-pot method, damage caused by high corrosivity of 1, 3-dimethoxypropane diamidine dihydrochloride is avoided, the synthesis time is shortened,and the production efficiency is improved.
Preparation method of 2-amino-4,6-dimethoxypyrimidine
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Paragraph 0030; 0032; 0035; 0037; 0040; 0042; 0045; 0047, (2020/04/02)
A preparation method of 2-amino-4,6-diamino-1,3,4-triazole comprises the following steps: malononitrile and methanol which are used as raw materials undergo a hydrogen chloride aeration reaction in asolvent which is one of methylbenzene, dimethylbenzene, chlorobenzene and dichloroethane to generate 1,3-dimethoxypropylenediamine dihydrochloride, a water-insoluble quaternary amine organic alkali isdropwise added into the obtained reaction system without filtration or other post-treatment operations in order to regulate the pH value of the reaction system to 6-8, a cyanamide solid is added, a reaction is performed to generate 3-amino-3-methoxy-N-nitrile-2-propylamidine, and the 3-amino-3-methoxy-N-nitrile-2-propylamidine is heated to react to generate the 2-amino-4,6-dimethoxypyrimidine product. The method for preparing the 2-amino-4,6-dimethoxypyrimidine by using a one-pot process has the advantages of mild reaction conditions, safety, environmental friendliness, process operation simplification, and small amount of three wastes, makes the total synthesis yield of the four-step reaction reach 80% or above and the product content reach 99% or above, and is suitable for green industrial production.
Preparation method for 2-amino-4,6-dimethoxypyrimidine
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Paragraph 0050-0053; 0056-0059, (2020/03/05)
The invention provides a preparation method for 2-amino-4,6-dimethoxypyrimidine. The method comprises the following steps: by using malonate diester (II) and a di-substituted methylene guanidine salt(III) as raw materials, performing a cyclization reaction under the action of a base, performing a methylation reaction with a methylation reagent to prepare 2-di-substituted methylene amino-4,6-dimethoxypyrimidine (IV), and performing hydrolysis in an acidic aqueous solution to prepare the 2-amino-4,6-dimethoxypyrimidine (I). The raw materials used in the method are cheap and easy to obtain, andthe costs are low; the preparation method is simple, the steps are few, the conditions are easy to realize, and the operational safety is good; and the product yield and purity are high, the amount ofwastewater is small, and the method is environmentally friendly and suitable for industrial production.
Microwave-assisted synthesis and docking studies of phenylureas as candidates for the drug design against the biological warfare agent Yersinia pestis
Bastos, Leonardo da Costa,Bendahan, David,Chacón-Huete, Franklin,Cuya, Teobaldo,Forgione, Pat,Fran?a, Tanos Celmar Costa,Sirouspour, Mehdi
, p. 631 - 637 (2020/04/17)
Background: Bubonic plague is amongst the diseases with the highest potential for being used in biological warfare attacks today. Introduction: This disease, caused by the bacterium Yersina pestis, is highly infectious and can achieve 100% of fatal victims when in its most dangerous form. Besides, there is no effective vac-cine, and the chemotherapy available today against plague is ineffective if not administered at the beginning of the infection. Willing to contribute for changing this reality we propose here new phe-nylureas as candidates for the drug design against plague meant to target the enzyme dihydrofolate reductase from Y. pestis (YpDHFR). Methods: Seven phenylureas, four of them new, were synthesized, following synthetic routes adapted from procedures available in the literature, and using microwave irradiation. After, they were submitted to docking studies inside YpDHFR and human DHFR (HssDHFR) in order to check their potential as selective inhibitors. Results & Conclusion: Our results revealed four new phenylureas and a new synthetic route for this kind of molecule using microwave irradiation. Also, our docking studies pointed to two of the phe-nylureas as selective inhibitors of YpDHFR and, therefore, candidates for the design of new drugs against plague.
Method for preparing 2-amino-4,6-dimethoxy pyrimidine
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Paragraph 0024-0052, (2019/10/01)
The invention relates to a method for preparing 2-amino-4,6-dimethoxy pyrimidine. The method comprises the following steps: by taking 3-amino-3-methoxy-N-cyano-2-pyridinepropanimidamide as a raw material, and carrying out cyclization under the action of a catalyst, so as to generate the 2-amino-4,6-dimethoxy pyrimidine. By adopting the method, not only is a production cycle shortened, but also thereaction temperature is reduced, in addition, the product purity is improved, an economic and energy-saving route is provided for industrial production of the 2-amino-4,6-dimethoxy pyrimidine, and good economic benefits can be made. The structural formula of the 2-amino-4,6-dimethoxy pyrimidine is shown in the specification.
A novel benzoyl pyrimidine urea compound and its preparation and use (by machine translation)
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Paragraph 0058; 0059; 0060; 0062; 0064, (2019/01/06)
The invention provides a benzoyl pyrimidine urea compound, of formula I or formula II structure shown. The present invention provides benzoyl pyrimidine urea compound has excellent armyworm killing, mosquito killing and broad-spectrum antifungal activity. The experimental result shows, the present invention provides benzoyl pyrimidine urea compound in 0.5 μg mL- 1 Sliding surface of larvae activity can be up to 100%, in the 0.25μg mL- 1 Sliding surface of larvae activity can be up to 100%. In the 50 μg mL- 1 When, demonstrated broad-spectrum antifungal activity, and to the cabbage in vitro blade has a certain protective effect. And low toxicity to fish, LC to the zebra fish50 Are respectively 378.387 mg L- 1 , 21.668 Mg L- 1 . Can be used to prepare insecticidal, anti-plant-pathogenic fungi pesticide application. (by machine translation)
