18995-02-3Relevant articles and documents
The Step-Wise Synthesis of Oligomeric Phosphoramidates
Data, Shailja,Leung Wai, Jeffery,Kumar, Saawan,Cameron, Alan J.,Trehet, Manon,Itumoh, Emeka J.,Feld, Joey,S?hnel, Tilo,Leitao, Erin M.
supporting information, p. 5468 - 5477 (2021/09/30)
In this study, the step-wise synthesis to a series of higher phosphoramidates was explored, affording compounds containing N?P?N, symmetric and asymmetric P?N?P and P?N?P?N?P linkages. Salt elimination and lithiation strategies were employed to create the new P?N bonds. It was found that the steric bulk and electronic contribution of the substituents on the P(V) centers were important factors to the success of the reactions. The oligomeric phosphoramidates were characterized by multinuclear NMR and IR spectroscopies as well as ESI mass spectrometry. A selection of the synthesized P?N oligomers were evaluated for their antimicrobial activity against E.coli, S.aureus, C.albicans, and A.fumigatus at varying concentrations. The results suggest their potential use as environmentally friendly fire retardants as the minimal inhibitory concentration (MIC) value for all the compounds was found to be >128 μM, indicating that the compounds do not have any detectable antimicrobial activity.
Synthesis method of aromatic amide phosphate compound and flame retardant containing compound
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Paragraph 0063; 0064; 0065; 0066, (2017/02/02)
The invention discloses a one-pot synthesis method of an aromatic amide phosphate compound. Firstly, phosphorus trioxyhalogen and a monophenol compound or a bisphenol compound react in the presence of a lewis acid catalyst to produce a mono- and/or poly-halogenated phosphate ester compound; secondarily, the mono- and/or poly-halogenated phosphate ester compound and at least one amine compound of a monoamine compound with one primary amino group and/or secondary amino group in molecules and a diamine compound with two primary amino groups and/or secondary amino groups in molecules are subjected to a dehydrohalogenation reaction in the presence of lewis base, and the aromatic amide phosphate compound is produced; finally, the aromatic amide phosphate compound is purified, and a target product is obtained. The one-pot synthesis method has the advantages that with the adoption of one-pot, an intermediate, namely, the mono- and/or poly-halogenated phosphate ester compound, obtained through the reaction is not required to be distilled and/or rectified and purified, required energy consumption is greatly reduced, required production equipment is greatly simplified, corrosive damage of equipment is greatly reduced, the whole process is simple and practical, the production cost is low, the environmental pressure is small, and the product quality is high.
METHOD FOR PRODUCING PHOSPHORIC ACID ESTER AMIDE
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Paragraph 0111, (2016/12/07)
PROBLEM TO BE SOLVED: To provide a method for producing phosphoric acid ester amide in which by not using excess aromatic amine with respect to phosphorochloridate, that is, by using aromatic amine by 0.8 to 1.2 equivalents with respect to phosphorochlori
Kinetics and mechanism of anilinolysis of phenyl n-phenyl phosphoramidochloridate in acetonitrile
Ul Hoque, Md. Ehtesham,Lee, Hai Whang
, p. 3274 - 3278 (2013/01/15)
The kinetic studies on the reactions of phenyl N-phenyl phosphoramidochloridate (8) with substituted anilines (XC6H 4NH2) and deuterated anilines (XC6H 4ND2) have been carried out in acetonitrile at 60.0 oC. The obtained deuterium kinetic isotope effects (DKIEs; kH/kD) are huge secondary inverse (kH/kD = 0.52-0.69). A concerted mechanism is proposed with a backside attack transition state (TS) on the basis of the secondary inverse DKIEs and the variation trends of the kH/kD values with X. The degree of bond formation in the TS is really extensive taking into account the very small values of the DKIEs. The steric effects of the two ligands on the rates are extensively discussed for the aminolyses of the chlorophosphate-type substrates on the basis of the Taft equation.
ALKALINE SOLVOLYSIS OF DIAMIDOPHOSPHATES
Mollin, Jiri,Laznicka, Jiri,Kasparek, Frantisek
, p. 232 - 242 (2007/10/02)
Mechanism of alkaline solvolysis of phenyl diamidophosphates is discussed on the basis of its selectivity, activation entropy and steric effects.All methods used show that the reaction proceeds by SN2 mechanism via an intermediate, containing a pentavalent phosphorus.
Reaction of phenyl N-phenylphosphoramidoazidate with carboxylic acids and amines
Arrieta, Ana,Palomo, Claudio
, p. 7 - 11 (2007/10/02)
Phenyl N-phenylphosphoramidoazidate, in contrast to N,N'-disubstituted phosphorodiamidic azides, undergoes nucleophilic displacement of the azido group by reaction with carboxylic acids and amines.Possible mechanisms for the conversion of phenyl N-phenylphosphoramidoazidate into N,N'-disubstituted ureas are briefly discussed.