10397-59-8Relevant academic research and scientific papers
Direct catalytic formation of primary and tertiary amides from non-activated carboxylic acids, employing carbamates as amine source
Tinnis, Fredrik,Lundberg, Helena,Adolfsson, Hans
supporting information, p. 2531 - 2536 (2012/11/06)
The operationally simple titanium(IV)- or zirconium(IV)-catalyzed direct amidation of non-activated carboxylic acids with ammonium carbamates generates primary, and tertiary N,N-dimethyl-substituted amides in good to excellent yields. Copyright
Practical access to amines by platinum-catalyzed reduction of carboxamides with hydrosilanes: Synergy of dual Si-H groups leads to high efficiency and selectivity
Hanada, Shiori,Tsutsumi, Emi,Motoyama, Yukihiro,Nagashima, Hideo
supporting information; experimental part, p. 15032 - 15040 (2010/01/29)
The synergetic effect of two Si-H groups leads to efficient reduction of carboxamides to amines by platinum catalysts under mild conditions. The rate of the reaction is dependent on the distance of two Si-H groups; 1,1,3,3-tetramethyldisiloxane (TMDS) and 1,2-bis(dimethylsilyl)benzene are found to be an effective reducing reagent. The reduction of amides having other reducible functional groups such as NO2, CO2R, CN, CdC, Cl, and Br moieties proceeds with these groups remaining intact, providing a reliable method for the access to functionalized amine derivatives. The platinum-catalyzed reduction of amides with polymethylhydrosiloxane (PMHS) also proceeds under mild conditions. The reaction is accompanied by automatic removal of both platinum and silicon wastes as insoluble silicone resin, and the product is obtained by simple extraction. A mechanism involving double oxidative addition of TMDS to a platinum center is discussed.
Mild conversion of primary carboxamides into carboxylic esters
Anelli, Pier Lucio,Brocchetta, Marino,Palano, Daniela,Visigalli, Massimo
, p. 2367 - 2368 (2007/10/03)
Primary carboxamides are converted into the corresponding alkyl carboxylates by treatment with dimethylformamide dimethylacetal in the appropriate alcohol at 25-45°C. Yields are very good to excellent.
Synthesis of amides
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, (2008/06/13)
Alkyl amides have been synthesized from cyclic anhydrides, carboxyl acids and their esters by contacting them with an amine carbamic acid salt.
Quantitative structure activity relationship of reversible dihydrofolate reductase inhibitors. Diaminotriazines
Hansch,Silipo
, p. 661 - 667 (2007/10/05)
A quantitative structure activity relationship (QSAR) has been formulated for 4,6 diamino 1,2 dihydro 2,2 dimethyl 1 (X phenyl) s triazines inhibiting dihydrofolate reductase, isolated from Walker 256 tumor. Using substituent constants and regression analysis, it is shown that the substituents X on the phenyl ring are placed into two different types of space in, or on, the enzyme. Substituents in the 3 position show typical hydrophobic interaction while substituents in the 4 position bring about inhibition in a fashion more closely related to their molecular volume as characterized by molecular refractivity. The electronic effects of X as measured by sigma do not appear to have a significant role. The QSAR for 83 inhibitors is described by log 1/C = 0.89(π-3) + 0.15(MR-4) - 0.13(π-3)2 + 6.62, where π-3 is the hydrophobic effect of substituents in the 3 position, and MR-4 is the molecular refractivity of 4 substituents. The correlation coefficient for this equation is 0.905. The design of better inhibitors is discussed in the light of the above equation.
