1706-92-9Relevant articles and documents
Method for preparing organophosphate compound from P(O)-OH-containing compound and alcohol through efficient esterification
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Paragraph 0035, (2017/07/21)
The invention provides a method for efficiently and highly selectively synthesizing an organophosphate derivative containing different substitute functional groups. The method is characterized by adopting a polypeptide catalyst as a condensation reagent, taking a P(O)-OH-containing compound and alcohol as reaction substrates, and adding an organic solvent in a reaction system. The method disclosed by the invention has the advantages that the catalyst is cheap in cost and easy to obtain; the substrate applicability is high; reaction conditions are mild, safe and reliable; the selectivity of an obtained target product is close to 100 percent, and the yield is up to 90 percent or more. According to the method provided by the invention, the defects of a traditional method for synthesizing an organophosphate compound that the reaction selectivity is poor, the reaction steps are tedious, the yield is low, reagents which are harmful to the environment are required to be used, and the like are solved, and a good industrial application prospect is obtained. Meanwhile, the invention also provides the corresponding organophosphate derivative containing different substitute functional groups.
Synthesis of new thiazole-2, -4, and -5-yl-(amino)methylphosphonates and phosphinates: Unprecedented cleavage of thiazole-2 derivatives under acidic conditions
Olszewski, Tomasz Krzysztof,Boduszek, Bogdan
experimental part, p. 8661 - 8666 (2011/01/04)
An efficient and reliable synthesis of new thiazole-(amino) methylphosphonic, phosphinic acids, and phosphine oxides is reported. The synthetic protocol is based on nucleophilic addition of phosphorous species to thiazole derived imines. Unexpectedly, it was discovered that heating of thiazole-2-yl-(amino)methylphosphonates and phosphinates with aqueous HCl leads to their decomposition resulting in a rupture of the C-P bond, rejecting of the phosphorus containing fragment and formation of the corresponding secondary N-(thiazole-2-yl-methyl)-alkylamines. Two alternative mechanisms for this cleavage are postulated.
Aminophosphine oxides in a pyridine series. Studies on the cleavage of pyridine-2- and pyridine-4-yl-(N-benzylamino)-methyldiphenylphosphine oxides in acidic solutions
Goldeman, Waldemar,Olszewski, Tomasz K.,Boduszek, Bogdan,Sawka-Dobrowolska, Wanda
, p. 4506 - 4518 (2007/10/03)
The synthesis and reactions of 1-(N-benzylamino)-1-(2-pyridyl)- and 1-(N-benzylamino)-1-(4-pyridyl)-methyldiphenylphosphine oxides are described. It was found that these compounds were exceptionally easy to cleave in aqueous sulfuric acid solutions to form diphenylphosphinic acid and the corresponding N-(pyridylmethyl)-benzylamines. The structure of a single diastereoisomer, that is, the (R)-(+)-1-[N-(α-methylbenzylamino)]-1-(4-pyridyl)-(S)-methyldiphen ylphosphine oxide was determined by X-ray crystallography. The acidic alcoholysis of the selected model chiral pyridine aminophosphine oxides was investigated by means of 31P NMR spectroscopy. The cleavage kinetics were also studied. On the basis of the obtained results, a mechanism of the cleavage was formulated.