scholarly journals Selective and clean synthesis of aminoalkyl-H-phosphinic acids from hypophosphorous acid by phospha-Mannich reaction

RSC Advances ◽  
2020 ◽  
Vol 10 (36) ◽  
pp. 21329-21349
Author(s):  
Peter Urbanovský ◽  
Jan Kotek ◽  
Ivana Císařová ◽  
Petr Hermann

Acetic acid was used as a new solvent for phospha-Mannich reaction leading to clear reaction mixtures and high yields of the aminoalkylphosphonous acids (AHPA), and hydroxymethylated species were suggested as key intermediates in the reaction.

2013 ◽  
Vol 9 ◽  
pp. 8-14 ◽  
Author(s):  
Yan Sun ◽  
Jing Sun ◽  
Chao-Guo Yan

A fast and convenient protocol for the synthesis of novel spiro[dihydropyridine-oxindole] derivatives in satisfactory yields was developed by the three-component reactions of arylamine, isatin and cyclopentane-1,3-dione in acetic acid at room temperature. On the other hand the condensation of isatin with two equivalents of cyclopentane-1,3-dione gave 3,3-bis(2-hydroxy-5-oxo-cyclopent-1-enyl)oxindole in high yields. The reaction mechanism and substrate scope of this novel reaction is briefly discussed.


2021 ◽  
Vol 41 (2) ◽  
pp. e87365
Author(s):  
Darwin Carranza Saavedra ◽  
Jorge Andrés Alvarado Nuñez ◽  
José Fernando Solanilla Duque ◽  
Claudia Patricia Valenzuela Real

In Colombia, approximately 855 840 tons of arracacha are produced each year. The unsalable postharvest arracacha root (Arracacia xanthorriza Bancroft) is not commercialized, mainly due to mechanical damage or small and misshapen roots. In this work, dry samples were characterized and subjected to two treatments: one using thermal hydrolysis, applying saturated steam at pressures of 0,1034 MPa, 0,2068 MPa, and 0,4137 MPa; and another one using hydrolysis with sulfuric acid in concentrations between 0,252,00 M. Then, the cake resulting from the hydrolysis and filtration process was enzymatically hydrolyzed (Liquozyme SC DS, Novozymes) at 1,5, 5 and 10 KNU/g (pH 6, 80 _C, 2 h). Fermentation inhibitors (acetic acid and furfural) were evaluated in the best pretreatment. The results showed that the treatment with sulfuric acid at 1,00 M (2 h) has high yields in reducing sugars added to enzymatic hydrolysis. The maximum level of fermentable carbohydrates per gram of dry sample (1,04 g/g) was also reached. Regarding the fermentation inhibitors of the reducing sugar, a higher concentration of acetic acid was found with a lower furfural content. Therefore, arracacha discards are a promising raw material to increase the supply of bioethanol.


2020 ◽  
Vol 2020 (3) ◽  
pp. 38-43

Amidoalkylating reagents containing a phthalimide group are used in the synthesis of hard-to-reach primary amines and complex heterocyclic compounds. These types of amidoalkylating compounds are suitable reagents for nucleophilic substituted reactions in acidic media due to their resistance to acids. Result of reactions of amidoalkylating reagents-N-hydroxyethylphthalimide and N-hydroxymethylphthalimide with aliphatic carbonic acids can also produce new bactericidal and fungicidal esters. In this study, halogen acids reacted with N-hydroxymethylphthalimide monochloric acetic acid, monobromic acetic acid, monoiodic acetic acid, trifluoric acetic acid and trichloroacetic acid, as well as, N-b-hydroxyethylphthaleidyl monohydric acid. As a result of the reactions, new phthalimidomethyl and phthalimidoethyl esters of haloacetic acids were synthesized. The physical properties of crystalline esters have been determined. The structure of these compounds were confirmed by the analysis of their IR and PMR spectra. The esterification reactions of halogenated acetic acids were carried out in a benzene solvent and a sulfuric acid catalyst with primary alcohols, N-hydroxymethylphthalimide and N-β- beta hydroxyethylphthalimide,. It was found that in a benzene solvent, which increases the rate of bimolecular nucleophilic exchange in primary alcohols, phthalimidoethyl esters of halogen acid are formed in high yields, and phthalimidomethyl esters are formed in low yields. It was shown that the reaction of esterification of halogen acids with N-hydroxymethylphthalimide proceeds with monomolecular nucleophilic exchange.


2019 ◽  
Vol 25 (1) ◽  
pp. 85-90 ◽  
Author(s):  
M. Javad Poursharifi ◽  
Mohammad M. Mojtahedi ◽  
M. Saeed Abaee ◽  
Mohammad M. Hashemi

AbstractA method is developed for in situ generation of 1,3-dioxan-5-one derivatives 2. These compounds are simple precursors for accessing carbohydrate structures and previously had to be produced via stepwise procedures using excessive amounts of reagents. In the present work, three different derivatives of 2 were synthesized via the reaction of trialkoxyalkanes with dihydroxyacetone dimer 1 in the presence of acetic acid as the catalyst. In the same pot, derivatives of 2 were reacted with aromatic aldehydes and 30 mol% of pyrrolidine to obtain high yields of the respective bischalcones 3 within short time periods.


Catalysts ◽  
2019 ◽  
Vol 9 (10) ◽  
pp. 837 ◽  
Author(s):  
Aleksandra Buchcic ◽  
Anna Zawisza ◽  
Stanisław Leśniak ◽  
Justyna Adamczyk ◽  
Adam Marek Pieczonka ◽  
...  

In this study, a set of enantiomerically pure aziridines bearing a phosphine oxide moiety were prepared in high yields and tested as chiral catalysts in the direct asymmetric Mannich reaction of hydroxyacetone, an amine (p-anisidine), and various aromatic aldehydes. The appropriate Mannich adducts were formed in chemical yields from moderate to good with a high level of enantio- and diastereoselectivity. The best results were obtained using the catalysts bearing a free NH-aziridine subunit.


e-Polymers ◽  
2009 ◽  
Vol 9 (1) ◽  
Author(s):  
Abdol Reza Hajipour ◽  
Parniyan Roosta ◽  
Saeed Zahmatkesh ◽  
Arnold E. Ruoho

Abstract N,N´-(3,3´,4,4´-Benzophenonetetracarboxylic)-3,3´,4,4´-diimido-di-Lamino acids (1a-1d) and N,N´-pyromelliticdiimido-di-L-amino acids (2a-2d) are prepared from the reaction of 3,3´,4,4´-benzenetetracarboxylic-3,3´,4,4´- dianhydride or pyromellitic dianhydride with the corresponding L-amino acids in a solution of glacial acetic acid/pyridine (3:2) at refluxing temperature. 4-(4-((4- Hydroxyphenylimino)methyl)benzylidene amino) phenol (3) is prepared from 4- amino phenol and terephthaldialdehyde in refluxing ethanol. Interfacial polycondensation method was used to prepare the corresponding polymers (PEII1-8) in two immiscible solvents (water/dichloromethane). The resulting poly(esterimide- imine)s (PEIIs) having good inherent viscosities (0.13-1.25 dl g-1), optical activity and thermal stabilities is obtained in high yields.


ChemInform ◽  
2010 ◽  
Vol 33 (41) ◽  
pp. no-no
Author(s):  
Albert J. Fry ◽  
Myron Allukian ◽  
Allison D. Williams

2014 ◽  
Vol 625 ◽  
pp. 298-305 ◽  
Author(s):  
Takashi Goshima ◽  
Keisuke Ikeda ◽  
Kenta Fukudome ◽  
Kei Mizuta ◽  
Shuji Mitsuyoshi ◽  
...  

To establish a new production route of biomass-derived BTX and propylene, the catalytic conversion of oxygen-containing intermediates which are furfural, levulinic acid, acetic acid or butyric acid, obtained by hydrothermal reactions of bagasse or fermentation of molasses was investigated with zeolites, ZSM-5, SAPO-11 and SAPO-34. Levulinic acid and acetic acid were suitable for generating BTX with ZSM-5. On the other hand, the butyric acid was valuable for converting to chemical raw materials with ZSM-5. By using SAPO-11 as the catalyst, butyric acid converted to propylene at high yields. The yield for propylene was the maximum value 58.8C% at 723K, especially the ratio of propylene to gaseous hydrocarbon products increased up to 90.4C%.


ChemInform ◽  
2014 ◽  
Vol 45 (51) ◽  
pp. no-no
Author(s):  
Xue-Song Wu ◽  
Meng-Guang Zhou ◽  
Yan Chen ◽  
Shi-Kai Tian

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