13138-36-8

Usage

InChI:InChI=1/C4H12NO3P/c1-2-3-4(5)9(6,7)8/h4H,2-3,5H2,1H3,(H2,6,7,8)/p-1/t4-/m1/s1

Upstream product

• 109-74-0 propyl cyanide 
• 35051-49-1 2-diethoxyphosphoryl-pentanoic acid ethyl ester 
• 53327-51-8 (1-carbamoyl-butyl)-phosphonic acid diethyl ester 
• 60347-03-7 (1-butylidenehydrazino-butyl)-phosphonic acid diethyl ester 
• 25881-33-8 (1-benzylamino-butyl)-phosphonic acid 
• 123-72-8 butyraldehyde 
• 20459-48-7 (1-amino-butyl)-phosphonic acid diethyl ester; hydrochloride 
• 7070-34-0 1,1-bis-acetylamino-butane 
• 83724-37-2 [1-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyl]-phosphonic acid diethyl ester 
• 79014-51-0 1-Isocyanbutylphosphonsaeure-diethylester 
• 114264-10-7 benzyl 1-(diethoxyphosphoryl)butylcarbamate 
• 83245-93-6 diethyl (1-amino-butyl)-phosphonate 
• 67398-25-8 diphenyl 1-[(3-phenyl)thioureido]-n-butyl-phosphonate 

Relevant academic research and scientific papers

1-Aminoalkanephosphonic acids. Addition of diethyl phosphite to N-diisobutylaluminio-aldimines

A new route to 1-aminoalkanephosphonic acids starting from nitriles has been elaborated.The nitriles are reduced by Dibal-H into imine derivatives; addition with diethyl phosphite gives the corresponding 1-aminoalkanephosphonates.Hydrolysis of latter compounds gives the 1-aminoalkanephosphonic acids.

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

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.

POLYMERIZABLE PHOSPHONIC ACID DERIVATIVE AND ADHESIVE COMPOSITION COMPRISING THE SAME

The present invention provides an adhesive composition comprising a polymerizable phosphonic acid derivative which is a composition having intramolecularly a polymerizable group and a phosphonic acid group, represented by the general formula [1]: wherein R represents a polymerizable group;A represents an oxygen atom or a sulfur atom;Xqs represent independently an oxygen atom or a sulfur atom;Yqs represent independently the same or different organic group;Zqs may be independently the same or different from each other and, a part of the Zqs optionally selected or all of the Zqs represent organic groups having a substituent which is an organic group other than a polymerizable group and a phosphonic acid group;p is an integer from 1 to 10;q is an integer from 1 to p; when p is 1, q is 1;X1 represents an oxygen atom or a sulfur atom;Y1 represents an organic group;Z1 represents an organic group having one or more of substituents which are organic groups other than an acidic group and a polymerizable group, or a salt thereof. The adhesive composition or the salt thereof according to the present invention improve a shelf life and adhesion properties of an adhesive composition comprising essentially a (meth)acrylate monomer having intramolecularly an acidic group and water in dental treatment.

ORGANOPHOSPHORUS COMPOUNDS AS POTENTIAL FUNGICIDES. PART II. AMINOALKANE-, GUANIDINOALKANE-, AND THIOUREIDOALKANE-PHOSPHONIC ACIDS: PREPARATION, SPECTROSCOPY, AND FUNGICIDAL ACTIVITY

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.

Synthesis of 1-Aminoalkylphosphonic Acids via Amidoalkylation of Phosphorous Acid by N,N'-Alkylidenbisamides

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.

The Synthesis of 1-Aminoalkylphosphonic Acids. A Revised Mechanism of the Reaction of Phosphorus Trichloride, Amides and Aldehydes or Ketones in Acetic Acid (Oleksyszyn Reaction)

The mechanism of the amidoalkylation of trivalent phosphorus compounds in acetic acid has been reinvestigated.Evidence is presented that 1-(acylamino)alkyl acetates 5 and not N,N'-alkylidenebisamides 2 are the intermediates in this reaction.Supporting literature analogies are discussed.This paper also describes a convenient procedure for the preparation of crude (acylamino)alkyl alkanoates 5, which are excellent amidoalkylating agents.The usefulness of these reagents is demonstrated by a simple two-step "one pot" synthesis of 1-aminoalkylphosphinic acids 1.

CONVERSION OF AMINO ACIDS AND DIPEPTIDES INTO THEIR PHOSPHONIC ANALOGS; Aminoalkylphosphonic acids and peptides II.

Acylamino carboxylic acids were degradated by the Hunsdiecker-reaction; the bromo-derivatives were reacted with NaPO(OC2H5)2.Aminophosphonic acids were obtained by acidic hydrolysis, and half-blocked derivatives by the selective removal of masking substituents.Two phosphonopeptides were also prepared by this route.

An Amidoalkylation of Trivalent Phosphorus Compounds with P(O)H Functions Including Acetic Acid Solutions of PCl3, RPCl2 or R2PCl, Diesters of Phosphorous Acid and Phosphorus-III-Acids

An amidoalkylation of PCl3 or its organic derivatives in acetic acid solution takes place because equilibrium between AcOH and >P-Cl exist, leading to hydroxychlorophosphines.Those last compounds undergo an amidoalkylation like other nucleophiles.Based on these data, it was shown that an amidoalkylation reaction is usual for all phosphorus compounds with the R2P(O)H system and provides derivatives with the >N-C-P(O)R2 functions.The scope and limitation of these reactions are discussed.