42180-22-3Relevant academic research and scientific papers
Stereoselective synthesis and spectral studies of some benzotriazolylacetyl hydrazones of 3–alkyl–2,6–diarylpiperidin–4–ones
Pillai, M. Velayutham,Rajeswari,Kumar, C. Udhaya,Krishnan, K. Gokula,Mahendran,Ramalingan,Nagarajan,Vidhyasagar
, p. 558 - 565 (2017/09/19)
An effort to include biologically potent benzotriazole nucleus into piperidine ring is achieved through hydrazone formation. The characterization of the synthesized compounds was carried out using FT-IR, 1H &13C NMR, 1H–1H COSY, 1H–13C COSY, NOESY spectral techniques and GC-Mass spectrum. The spectral assignments were done without ambiguity using 2D-NMR techniques. The conformational preference of the piperidine ring deduced from the spectral studies is ‘chair’. The diastereotopic nature of the methylene protons/methyl groups present in the molecules is revealed clearly in their spectral pattern observed.
Stereoselective synthesis, spectral and antimicrobial studies of some cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones
Velayutham Pillai,Rajeswari,Vidhyasagar
, p. 174 - 182 (2015/02/19)
A series of novel cyanoacetyl hydrazones of 3-alkyl-2,6-diarylpiperidin-4-ones were synthesized stereoselectively and characterized by IR, Mass, 1H NMR, 13C NMR, 1H-1H COSY and 1H-13C COSY spectra. The stereochemistry of the synthesized compounds was established using NMR spectra. Antimicrobial screening of the synthesized compounds revealed their antibacterial and antifungal potencies. Growth inhibition of Enterobacter Aerogenes by compound 15 was found to be superior to the standard drug.
Synthesis, NMR spectral and antimicrobial studies of some [N-methyl-3t-alkyl-2r,6c-diarylpiperidin-4-ylidine]-5′-methylthiazolidine- 4-ones
Prakash,Pandiarajan,Kumar
, p. 8 - 14 (2013/06/26)
Four new [N-methyl-3t-alkyl-2r,6c-diaryl-4-ylidine]-5′- methylthiozolidin-4-ones 9-12 have been synthesized by the condensation of N-methyl-3t-alkyl-2r,6c-diarylpiperidin-4-one thiosemicarbazones with ethyl 2-bromopropionate. These compounds have been cha
Environmentally benign one-pot synthesis and antimicrobial activity of 1-methyl-2,6-diarylpiperidin-4-ones
Nithya, Pattusamy,Khan, Fazlur-Rahman Nawaz,Roopan, Selvaraj Mohana,Shankar, Uma,Jin, Jong Sung
experimental part, p. 743 - 746 (2012/04/04)
An efficient and environmentally benign one-pot method for the synthesis of 1-methyl-2,6- diarylpiperidin-4-ones using montmorillonite K-10 as a catalyst has been developed. Antimicrobial activity of the compounds has been tested against selected represen
Kinetics of oxidation of heterocyclic secondary alcohols by N-chloro-r-2,c-6-diphenyl-t-3 methyl piperidin-4-one (NCP) in perchloric acid medium
Selvaraj,Venkateswaran,Ramarajan
, p. 847 - 855 (2007/10/03)
An investigation of the kinetics of oxidation of epimeric piperidin-4-ols, oxan-4-ols, and cyclohexanol by N-chloro-r-2, c-6-diphenyl-t-3-methylpiperidin-4-one (NCP) in aqueous acetic acid in the presence of perchloric acid shows that the reaction is first-order each in substrate and oxidant. Both H3O+ and Cl- which catalyze the reaction, exhibit a fractional order kinetics. While increase in ionic strength increases the rate slightly, an inverse dependence is observed between rate and solvent polarity. Addition of r-2-c-6-diphenyl-t-3-methylpiperidin-4-one, one of the reaction products, did not influence the rate. Also, no kinetic isotope effect has been observed. A plausible mechanism consistent with these observations is proposed and the relative reactivities of the substrates are explained on conformational grounds.
Unsymmetrical Distortion in Piperidine Ring: Evidence from Rates of N-Methylation of Piperidines and Piperidin-4-ones
Jeyaraman, R.,Chandrasekaran, L.,Ganapathy, K.,Gopalakrishnan, V.
, p. 695 - 697 (2007/10/02)
The rates of N-methylation of several 2,6-diphenylpiperidin-4-ones (1a-e) and the corresponding piperidines (2a-e) with methyl iodide under second order conditions, show that a large distortion occurs at the site of methylation, i.e. the nitrogen atom as substituents at C-3 and C-5 are changed from H to alkyl groups.The greatest distortion is observed in the case of 3,3-dimethyl derivatives which react about 3 to 5 times faster than the 3-methyl derivatives which show the lowest rate constants among the series studied.Thus an axial 3-methyl substituent enhances the rate of N-methylation indicating unsymmetrical distortion in the ring with possible flattening around C(2)-N-C(6) atoms.
Oxidation of Substituted 1-Hetera-4-cyclohexanols by N-Bromsuccinimide
Jambulingam, M.,Nanjappan, P.,Natarajan, K.,Ramalingam, K.
, p. 390 - 394 (2007/10/02)
The rates of NBS oxidation of some substituted 1-hetera-4-cyclohexanols have been measured at 50 deg in 80percent acetic acid-20percent water (v/v).The primary kinetic isotope effect is suggestive of the involvement of C-H or C-D bond of the hydroxy beari
Stereochemical Effects in Oxidation of Some Substituted 1-Hetera-4-cyclohexanols by Bromine
Natarajan, K.,Jambulingam, M.,Selvaraj, K.,Nanjappan, P.,Ramalingam, K.
, p. 901 - 903 (2007/10/02)
The rates of bromine oxidation of a number of substituted 1-hetera-4-cyclohexanols in acetic acid-water (80:20, percentv/v) have been measured at 50 deg C and the differences in reaction rates are rationalised based on the substituent and conformational e
