- Effect of the bifunctionalization of aminomethylphosphonic acid on the structural, electronic, vibrational, thermodynamic and antioxidant activity: Microwave-assisted synthesis, Density Functional Theory studies and DPPH radical scavenging activity
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We report here a practical and efficient synthesis of α-aminotrismethylphosphonic acid (ATMP) from (Aminomethyl)phosphonic acid (AMPA) under green conditions using microwave irradiation, via Irani-Moedritzer reaction. The ATMP was characterized by FT-IR, 1H NMR, 13C NMR, 31P-NMR and Elemental Analysis. It was found that the synthesis method gave a higher yield within very short reaction times in comparison with conventional method. In order to know the effect of phosphonomethylation moiety on the structures, electronic, vibrational and thermodynamic and optical properties for AMPA and ATMP molecules were carried out by DFT calculations in gas and water phases. Indeed, stable structures of the two molecules were optimized by using the hybrid B3LYP/6–31 G method and their HOMO-LUMO energy, MESP, global and local reactivity descriptors and NLO properties were calculated. Moreover, antioxidant activity of both investigated compounds was evaluated by DPPH. radical scavenging methods where a strong activity has been found.
- Bensouici, Chawki,Bouamrane, Omar Larbi,Hachama, Kamel,Haddadi, Ines,Hassani, Abdelkader,Hellal, Abdelkader,Kirouani, Imene,Layaida, Houdheifa,Madani, Abdelghani,Mersellem, Mohamed,Touafri, Lasnouni
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- Production process of low-chloride amido-trimethylene phosphonic acid (ATMP)
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The invention discloses a production process of low-chloride amido-trimethylene phosphonic acid (ATMP). According to the production process, phosphorous acid, formaldehyde, hydrochloric acid and ammonium bicarbonate are taken as raw materials so as to prepare ATMP through the following steps. The invention provides a brand-new production process of ATMP. According to a traditional process for preparing ATMP, ammonium chloride, formaldehyde and phosphorous acid are generally used as raw materials; due to intrinsic properties of the raw materials, the chloride ion content of the prepared product is generally about 1%. However, according to the production process provided by the invention, raw materials are replaced, the chloride ion content of prepared ATMP is about 0.1% and is greatly lowered, and the application prospect of ATMP is also expanded.
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Paragraph 0016; 0018; 0022-0036
(2017/08/27)
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- METHOD FOR THE SYNTHESIS OF ALPHA-AMINOALKYLENEPHOSPHONIC ACID
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The present invention is related to a new method for the synthesis of alpha-aminoalkylenephosphonic acid or its phosphonate esters comprising the steps of forming a reaction mixture by mixing a P-O-P anhydride moiety comprising compound, having one P-atom at the oxidation state (+111) and the other P-atom at the oxidation state (+111) or (+V), an aminoalkanecarboxylic acid and an acid catalyst, wherein said reaction mixture comprises an equivalent ratio of alpha-aminoalkylene carboxylic acid to P-O-P anhydride moieties of at least 0.2, and recovering the resulting alpha-aminoalkylene phosphonic acid compound or an ester thereof from the reaction mixture.
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Page/Page column 18; 27; 28; 30
(2014/02/15)
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- Tritylamine (triphenylmethylamine) in organic synthesis; III. The synthesis of 1-aminoalkylphosphonic acids in the reaction of N-(triphenylmethyl) alkanimines with phosphorus trichloride in acetic acid or with phosphonic (phosphorous) acid in acetic anhydride
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The reaction of phosphorus trichloride in acetic acid or phosphonic (phosphorous) acid in acetic anhydride, with N-(triphenylmethyl)alkanimines gives 1-acetylaminoalkylphosphonic acids 1a-j, which after hydrolysis give 1-aminoalkylphosphonic acids 2a-j in good yields. ARKAT USA, Inc.
- Goldeman, Waldemar,Soroka, Miroslaw
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experimental part
p. 360 - 369
(2011/02/27)
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- METHOD FOR THE MANUFACTURE OF AMINOPOLYALKYLENE PHOSPHONIC ACIDS
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A method for the manufacture of aminopolyalkylene phosphonic acid of a specific general formula is described. In particular, a mixture of specifically defined ranges of reactants to wit: phosphorous acid; an amine; formaldehyde and an aminopolyalkylene phosphonic acid, having the same general formula as the compound to be manufactured, are reacted to thus yield a product of outstanding selectivity and purity with substantially reduced levels of non-desirable by-products.
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Page/Page column 18
(2010/12/26)
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- Method for the Manufacture of Aminoalkylene Phosphonic Acid
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A method for the manufacture of amino alkylcnc phosphonic acids is disclosed. Pure P4O6 is hydrolyzed in the presence of a homogeneous Brocnstcd acid catalyst whereby the pH of the reaction medium is maintained below 5 and the free water content of said reaction medium is, after the P4O6 hydrolysis has been completed, from 0 to 40 %. The required amine component can be added before, during, or in one preferred execution, after the P4O6 hydrolysis has been completed. Formaldehyde is then added and the reaction mixture containing the P4O6 hydrolysate, the amine and the formaldehyde is reacted in presence of a Broensted acid catalyst selected from homogeneous and heterogeneous species. The amino alkylene phosphonic acid reaction product can then be recovered in a manner known per sé.
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Page/Page column 10
(2009/11/30)
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- Synthesis of 1-Aminoalkylphosphonic Acids via Amidoalkylation of Phosphorous Acid by N,N'-Alkylidenbisamides
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N,N'-Alkylidenebisamides 1, totally unsuitable as amidoalkylating agents toward phosphorous acid, react with its "activated" form prepared "in situ" from phosphorous(III) chloride and acetic acid to give the desired 1-amidoalkylphosphonic acids 2 in high yield.
- Soroka, Miroslaw,Jaworska, Dorota,Szczesny, Zbigniew
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p. 1153 - 1155
(2007/10/02)
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