scholarly journals Mild biamidine transfer conditions for the synthesis of aliphatic biguanides

SynOpen ◽  
2021 ◽  
Author(s):  
rostyslav bardovskyi ◽  
Marie Fabre ◽  
Cyril Ronco ◽  
Rachid Benhida

This study focuses on the development of new synthetic pathways to monosubstituted biguanides from amines. An exhaustive comparison of the conditions and reagents used for biamidine transfer was performed. New reagents were synthesized and optimized conditions for the synthesis of substituted biguanides under mild conditions were developed. Eventually, two high-yielding and straightforward protocols for the transfer of a biamidine group to various amines are proposed and their scope and limitations have been explored. These conditions include: i) a direct chromatography-free procedure and ii) an eco-friendly procedure in water compatible with bio-inspired molecules. They are particularly efficient for the demanding conversion of aliphatic amines.

Catalysts ◽  
2019 ◽  
Vol 9 (12) ◽  
pp. 1026 ◽  
Author(s):  
Lihui Wang ◽  
Xinlong Liu ◽  
Yanjun Jiang ◽  
Peng Liu ◽  
Liya Zhou ◽  
...  

Enzymatic production of biodiesel had attracted much attention due to its high efficiency, mild conditions and environmental protection. However, the high cost of enzyme, poor solubility of methanol in oil and adsorption of glycerol onto the enzyme limited the popularization of the process. To address these problems, we developed a silica nanoflowers-stabilized Pickering emulsion as a biocatalysis platform with Candida antarctica lipase B (CALB) as model lipase for biodiesel production. Silica nanoflowers (SNFs) were synthesized in microemulsion and served as a carrier for CALB immobilization and then used as an emulsifier for constructing Pickering emulsion. The structure of SNFs and the biocatalytic Pickering emulsion (CALB@SNFs-PE) were characterized in detail. Experimental data about the methanolysis of waste oil to biodiesel was evaluated by response surface methodology. The highest experimental yield of 98.5 ± 0.5% was obtained under the optimized conditions: methanol/oil ratio of 2.63:1, a temperature of 45.97 °C, CALB@SNFs dosage of 33.24 mg and time of 8.11 h, which was closed to the predicted value (100.00%). Reusability test showed that CALB@SNFs-PE could retain 76.68% of its initial biodiesel yield after 15 cycles, which was better than that of free CALB and N435.


2020 ◽  
Vol 25 (01) ◽  
pp. 24-30
Author(s):  
Deependra Tripathi ◽  
Inderpal Yadav ◽  
Himani Negi ◽  
Raj K. Singh ◽  
Vimal C. Srivastava ◽  
...  

Co(II) porphyrins have been utilized as efficient and selective catalysts for the extractive oxidative desulfurization reaction on the refractory dibenzothiophene (DBT) in [Formula: see text]-dodecane (model middle distillate fuel oil). The acetonitrile was taken as extracting polar solvent and H2O2 was used as oxidant. The reaction optimization was done with respect to DBT:catalyst molar ratio; DBT:H2O2 molar ratio; extracting solvent: CH3CN/[Formula: see text]-dodecane volume ratio; reaction temperature and time. Under the optimized conditions, a maximum of [Formula: see text]98% DBT removal was achieved by using the meso-tetrakis(4[Formula: see text] methoxyphenyl)porphyrinatocobalt(II) as catalyst under mild conditions at 50[Formula: see text]C.


2015 ◽  
Vol 127 (49) ◽  
pp. 15120-15123 ◽  
Author(s):  
Christopher J. Legacy ◽  
Anqi Wang ◽  
Brian J. O'Day ◽  
Marion H. Emmert

ChemInform ◽  
2016 ◽  
Vol 47 (15) ◽  
pp. no-no
Author(s):  
Christopher J. Legacy ◽  
Anqi Wang ◽  
Brian J. O'Day ◽  
Marion H. Emmert

2018 ◽  
Vol 14 ◽  
pp. 1750-1757 ◽  
Author(s):  
Shahien Shahsavari ◽  
Chase McNamara ◽  
Mark Sylvester ◽  
Emily Bromley ◽  
Savannah Joslin ◽  
...  

The 1,3-dithiane-based dM-Dmoc group was studied for the protection of amino groups. Protection was achieved under mild conditions for aliphatic amines, and under highly reactive conditions for the less reactive arylamines. Moderate to excellent yields were obtained. Deprotection was performed by oxidation followed by treating with a weak base. The yields were good to excellent. The new amino protecting group offers a different dimension of orthogonality in reference to the commonly used amino protecting groups in terms of deprotection conditions. It is expected to allow a collection of transformations to be carried out on the protected substrates that are unattainable using any known protecting groups.


Synlett ◽  
2017 ◽  
Vol 28 (13) ◽  
pp. 1630-1635 ◽  
Author(s):  
Ronghua Zhang ◽  
Yuguo Cai ◽  
Deli Sun ◽  
Song Xu ◽  
Qiguang Zhou

A mild, practical, and environmentally friendly route to vinyl sulfones and sulfonamides has been developed based on the reaction of aliphatic amines with arenesulfonyl chlorides in the presence of eosin Y as a photocatalyst under visible light. The method permits the selective formation of vinyl sulfones or sulfonamides, depending on the oxidation environment and solvent. A wide range of products were obtained in moderate to good yields under the optimized conditions.


2015 ◽  
Vol 54 (49) ◽  
pp. 14907-14910 ◽  
Author(s):  
Christopher J. Legacy ◽  
Anqi Wang ◽  
Brian J. O'Day ◽  
Marion H. Emmert

Sign in / Sign up

Export Citation Format

Share Document