The vinyl esters of phosphorus acids. 32. Phosphorus-containing isothiuronium salts

The vinyl esters of phosphorus acids containing an -chloromethylalkenyl substituent react readily with thiourea to form substituted phosphorylated S-isothiuronium chlorides, capable of being dialkylated to the corresponding internal salts (betaines). An allylic rearrangement was discovered for the first time in the series of substituted S-isopropenylisothiuronium salts. The anticholinesterase and toxicological characteristics of some of the obtained comopunds were measured and compared.For previous communication, see [1].A. N. Nesmeyanov Institute of Heteroorganic Compounds, Russian Academy of Sciences, 117813 Moscow. Translated from Izvestiya Akademii Nauk, Seriya Khimicheskaya, No. 2, pp. 425–430, February, 1992.     

The reaction ofα-H-Fluorocarboxylic acids with phosphorus pentoxide

Conclusions Depending on the reaction conditions, fluoroacids containing a hydrogen atom in the-position to the carboxy group react with phosphorus pentoxide to give either anhydrides or products of their further conversion.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 6, pp. 1111–1114, June, 1966.     

New reaction of acid chlorides of perhalo acids with dimethylformamide

Conclusions A study was made of a new reaction of perhalo acyl chlorides with dimethylformamide in the presence of triethylamine, leading to the formation of the dimethylamides of perhalo-keto acids.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2272–2275, October, 1970.     

Reaction of sodium salts of dialkylphosphorous acids with carboxylic acid nitriles

Conclusions The reaction of the Na salts of dialkylphosphorous acids with nitriles leads to the dialkyl esters of N-(1-dialkylphosphonylalkyl) amidophosphoric acids, whose formation proceeds via the aminophosphonate-amidophosphate rearrangement of the sodium derivatives of bis(dialkylphosphonyl)alkylamines.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 2, pp. 499–500, February, 1978.     

全氟或多氟烷基氯代烷在保险粉引发下与芳香烃 的反应

全氟或多氟烷基氯代烷在保险粉引发下在DMSO溶剂中可以与富电子芳香烃反应,方便地得到氟烷基化的产物。氟烷基化产物的结构和产率主要取决于取代基的供电子能力和位置。     

Thermal studies on the sodium salts of aminosalicylic acids

The effect on the stability of the isomers of aminosalicylic acid of formation of their sodium salts has been studied by use of differential scanning calorimetry and thermogravimetry, coupled with evolved gas analysis by Fourier transform infrared spectroscopy. X-ray powder diffraction and infrared spectroscopy provided complementary information. The DSC curves for the sodium salts of all of the isomers showed complex dehydration/decomposition endotherms. From the initial mass losses of the TG curves, the amounts of water per mole of salt were estimated as 0.5, 2.4 and 1.4 moles for the sodium salts of 3-aminosalicylic acid, 4-aminosalicylic acid and 5-aminosalicylic acid, respectively. TG-FTIR results for the sodium salt of 3-aminosalicylic acid showed the evolution of carbon dioxide in three stages: below 150°C, between 200 and 300°C and continuous formation up to 500°C. This behaviour differs from that of 3-aminosalicylic acid itself, which forms CO₂ between 225 and 290°C. For the sodium salt of 4-aminosalicylic acid, the formation of carbon dioxide starts from 250°C and is still being formed at about 650°C. 4-aminosalicylic acid decarboxylates above 150°C. 5-aminosalicylic acid and its sodium salt showed no evolution of carbon dioxide below 600°C. This revised version was published online in July 2006 with corrections to the Cover Date.     

Reaction of the sodium salts of some hydroxypyrimidines with α,ω-dihaloalkanes Communication 4. Synthesis of N-(ω-haloalkyl)uracils

Conclusions A method has been developed for the preparation of 1,3-bis(-haloalkyl)uracils with methylene chains of different lengths in the -haloalkyl radicals in the N¹ and N³ positions of the pyrimidine ring.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1173–1177, May, 1986.     

Palladium-catalyzed coupling reaction of amino acids (esters) with aryl bromides and chlorides

The bulky and electron-rich MOP type ligands and Pd(dba)₂ combinations showed high efficiency for the coupling reactions of amino acids and inactive aryl halides to give N-aryl amino acids. Under the catalytic conditions, not only α-amino acids, but also β-, γ-, and δ-amino acids have been coupled with aryl chlorides in moderate to high yields; in the case of optically pure β-amino acids as substrates, the optical purities of the coupling products retained.