5995-42-6Relevant articles and documents
Intramolecular cyclization of 1,3-diamino-2-hydroxypropan-N,N,ń,ń-tetrakis(methylphosphonic acid) upon phosphonomethylation of 1,3-diaminopropan-2-ol
Tsiru?nikova,Ya Bolt,Belus
, p. 1200 - 1201 (2016/02/09)
Phosphonomethylation of 1,3-diaminopropan-2-ol affords the mixture of 1,3-diamino-2-hydroxypropan-N,N,ń,ń-tetrakis(methylphosphonic acid) (1) with its cyclic ether, viz., [(6-[bis(phosphonomethyl)amino]methyl-2-hydroxy-2-oxido-1,4,2-oxazaphosphinan-4-yl)methyl]phosphonic acid (2), but not 1, as assumed earlier.
Phosphonate compounds
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Page/Page column 8-9, (2008/12/06)
Novel phosphonate compounds are disclosed embodying an aminophosphonate moiety and a selected reaction partner. These compounds offer beneficial alternatives, and additional possibilities, to extant phosphonates and are capable of delivering desirable benefits from an application standpoint and from a compatibility standpoint broadly.
Process for the manufacture of alkylamino alkylene phosphonic acids
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Page/Page column 5; 7, (2008/12/06)
A process for the manufacture of alkylamino alkylene phosphonic acids is disclosed. In detail, a specific phosphonate is reacted with an agent selected to yield an alkylamino moiety substituted by a radical selected from OH, OR', NH2, NHR', N(R')2, NH, N, S, S-S and SH in aqueous alkaline medium having a pH of 8 or higher at a temperature of 0°C or higher.
Process for the preparation of N-phosphonomethylglycine and derivatives thereof
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Page/Page column 32, (2010/02/11)
N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.
PHOSPHONOMETHYLATION OF AMINOALKANOLS PREPARATION OF 4-(PHOSPHONOMETHYL)-2-HYDROXY-2-OXO-1,4,2-OXAZAPHOSPHORINANES
Dhawan, Balram,Redmore, Derek
, p. 41 - 47 (2007/10/02)
Treatment of aminoalkanols 1 with phosphorous acid and formaldehyde in presence of conc. hydrochloric acid gave mixtures of dimethylene diphosphonic acids 3 and 4-(phosphonomethyl)-2-hydroxy-2-oxo-1,4,2-oxazaphosphorinanes 2 from which 2 were isolated as crystalline solids.Similiar treatment of 2-amino-2-methyl-1,3-propanediol 8 gave a complex mixture from which dimethylene diphosphonic acid of 5-amino-5-methyl-1,3-dioxane 9 was isolated. 2-Amino-ethanediol, when subjected to phosphonomethylation, gave an unexpected novel quarternary nitrogen product 11.N-Alkylaminoalkanols 4 on phosphonomethylation gave 3:1 mixtures of methane phosphonic acid 6 and N-alkyl-2-hydroxy-2-oxo-1,4,2-oxazaphosphorinane 5.Treatment of the crude mixtures of 5 and 6 with aqueous sodium hydroxide gave disodium salts of methanephosphonic acid 7.The ratio of the cyclic to the open chain structures obtained as well as the formation of any unexpected novel products is dependent on the structure of the aminoalkanol that is phosphonomethylated.The 1H, 13C and 31P spectra are reported for all new compounds.
