71196-81-1Relevant academic research and scientific papers
Diversity-Oriented Synthesis of Thiazolidine-2-imines via Microwave-Assisted One-Pot, Telescopic Approach and Its Interaction with Biomacromolecules
Saikia, Ananya Anubhav,Rao, Ramdas Nishanth,Maiti, Barnali,Balamurali, Musuvathi Motilal,Chanda, Kaushik
, p. 630 - 640 (2020)
In this work, a one-pot, telescopic approach is described for the combinatorial library of thiazolidine-2-imines. The synthetic manipulation proceeds smoothly via the reaction of 2-aminopyridine/pyrazine/pyrimidine with substituted isothiocyanates followed by base catalyzed ring closure with 1,2-dibromoethane to obtain thiazolidine-2-imines with broad substrate scope and high functional group tolerance. The synthetic strategy merges well with the thiourea formation followed by base catalyzed ring closure reaction for the thiazolidine-2-imine synthesis in a more modular and straightforward approach. The synthetic procedure reported herein represents a cleaner route toward thiazolidine-2-imines as compared to traditional methodologies. Moreover, the biological significance of combinatorially synthesized thiazolidin-2-imines has been investigated for their use as possible inhibitors for acetyl cholinesterase through molecular docking studies.
Structural studies of N-2-(6-picolyl)-N′-tolylthioureas
Hermetet, Anne K.,Ackerman, Lily J.,Swearingen, John K.,Presto, Carmina A.,Kelman, Diantha R.,Giesen, James M.,Goldberg, Karen I.,Kaminsky, Werner,West, Douglas X.
, p. 17 - 25 (2007/10/03)
Reaction of 2-amino-6-picoline with 2-, 3-, and 4-tolyl isothiocyanates produces the three N-2-(6-picolyl)-N′-tolylthioureas, 6PicTu2T, 6PicTu3T, and 6PicTu4T. 6PicTu2T is monoclinic, space group P21/n with a = 8.1700(3) A, b = 25.5840(6) A, c = 12.6840(5) A, β = 98.8750(16)°, and V = 2619.5(2) A3 with Z = 8, for d calc = 1.305 g/cm3. 6PicTu3T is monoclinic, space group C2/c with a = 23.879(3) A, b = 6.744(3) A, c = 17.116(10) A, β = 99.26(4)°, and V = 2720(3) A3 with Z = 8, for dcalc = 1.257 g/cm3. 6PicTu4T is triclinic, space group P-1 with a = 8.829(6) A, b = 8.8950(15) A, c = 10.495(3) A, α = 68.63(3)°, β = 72.19(4)°, γ = 63.06(4)°, and V = 681.2(5) A3 with Z = 2, for dcalc = 1.255 g/cm3. Intermolecular hydrogen bonding involving the thione sulfur and the NH hydrogen and the planarity of the thiourea are affected by the position of substitution on the aryl ring. 1H NMR studies in CDCl3 show the NH′ hydrogen resonance considerably downfield from other signals in the spectrum of each thiourea. The enthalpies of fusion of the present thioureas reflect the extent of intermolecular hydrogen bonding and are compared to other heterocyclic thioureas.
Synthesis and antimicrobial activity of pyridines bearing thiazoline and thiazolidinone moieties
Hassan, Hoda Y.,El-Koussi, Nawal A.,Farghaly, Zeinab S.
, p. 863 - 866 (2007/10/03)
Two series of new pyridines bearing thiazoline (3a - n) and thiazolidinone (5a - e) moieties were prepared via the cyclization of the corresponding substituted pyridyl thiourea (2a - g) with an appropriately substituted phenacyl bromide or chloroacetic ac
