2041-14-7Relevant articles and documents
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Finkelstein
, p. 2398 (1946)
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A new simple route to N-substituted 2-aminoethylphosphonic acids
Fu, Xiangkai,Gong, Chengbin,Ma, Xuebing,Wen, Shuying
, p. 2659 - 2664 (2007/10/03)
2-Aminoethylphosphonic acid (AEPA) and its N-substituted compounds were prepared by one step reaction using 2-chloroethylphosphonic acid with ammonia and amines (H2NMe, HNMeMe, HNEtEt, H2NPr-n, H2NCH2ph,H2NCH2CH2NH2 and H2N(C=NH)NH2 in a dilute alkaline solution below 20 °C with simple work- up and easy purification. The reaction was accelerated by catalytic amount of potassium iodide. The yield for the reaction products were 35.6 to 48.6% for the KI absence and 78.2 to 88.0% for the KI presence.
ORGANOPHOSPHORUS COMPOUNDS AS POTENTIAL FUNGICIDES. PART II. AMINOALKANE-, GUANIDINOALKANE-, AND THIOUREIDOALKANE-PHOSPHONIC ACIDS: PREPARATION, SPECTROSCOPY, AND FUNGICIDAL ACTIVITY
Cameron, David G.,Hudson, Harry R.,Pianka, Max
, p. 21 - 38 (2007/10/02)
A range of α-amino-, ω-amino-, α-guanidino-, and ω-guanidinoalkanephosphonic acids has been prepared for the purpose of studying their spectroscopic features and fungicidal activity.In addition, α-thioureido-octanephosphonic acid and thioureylene-1,1-bis(1-octanephosphonic acid) were isolated during the preparation of α-guanidino-octanephosphonic acid. 31P, 1H, and 13C nmr spectral data which were obtained for solutions of the amino- and guanidino-compounds in D2O or D2O/D2SO4, and for the thioureido compounds in DMSO-d6, are discussed together with previouslyreported data for the aminophosphonic types.FAB mass spectrometry generally gives strong pseudomolecular ions + for the zwitterionic amino- and guanidino-compounds with relatively simple fragmentations.Fungicidal activity of the α-aminophosphonic acids was found to be greater than for the ω-amino compounds, with maximum activity at a chain length of three carbon atoms when used as a seed dressing for the control of Drechslera spp.Moderately good activity was shown by the thioureido compounds against a number of fungal organisms in vitro but the guanidino-compounds exhibited low activity.Key words: Organophosphorus; fungicides; aminophosphonic acids; guanidinophosphonic acids; NMR spectroscopy; FAB mass spectroscopy.
Borane Reduction of Dialkoxyphosphorylcarboxamides as a New Route to Aminoalkylphosphonic Acids
Wasielewski, Czeslaw,Dembkowski, Leszek,Topolski, Marek
, p. 52 - 53 (2007/10/02)
A new, simple method for the synthesis of aminoalkylphosphonic acids is based on the reduction of dialkoxyphosphorylcarboxamides with the borane-dimethyl sulfide complex.
