71196-79-7Relevant academic research and scientific papers
Structural studies of N-2-(3-picolyl)- and N-2-(4-picolyl)-N′ -tolylthioureas
Valdes-Martinez, Jesus,Hernandez-Ortega, Simon,Hermetet, Anne K.,Ackerman, Lily J.,Presto, Carmina A.,Swearingen, John K.,Kelman, Diantha R.,Goldberg, Karen I.,Kaminsky, Werner,West, Douglas X.
, p. 431 - 438 (2002)
Reactions of 2-aminopicolines with 2- and 4-tolyl isothiocyanates yielded N-2-(4-picolyl)-N′-4-tolylthiourea, 1, N-2-(3-picolyl)-N′ -4-tolylthiourea, 2, and N-2-(4-picolyl)-N′-2-tolylthiourea, 3. Compound 1 is monoclinic, of space group P21/c with a = 7.456(1) A, b = 13.135(3) A, c = 13.959(3) A, β = 104.99(3)°, and V = 1320.5(5) A3 with Z = 4, for dcalc = 1.294 g/cm 3. Compound 2 is triclinic, of space group P1 with a = 6.877(3) A, b = 7.590(5) A, c = 13.213(9) A, α = 78.38(2)°, β = 77.96(4)°, γ = 86.36(4)°, and V = 660.5(7) A 3 with Z = 2, for dcalc = 1.294 g/cm3. Compound 3 is monoclinic, of space group P21/c with a = 12.604(2) A, b = 15.592(3) A, c = 6.875(2) A, β = 91.05(2)°, and V = 1350.9(2) A3 with Z = 4, for dcalc = 1.265 g/cm3. The three thioureas are found in both solid state and solution in a conformation resulting from intramolecular N-H ... N hydrogen bonding. Compounds 1 and 3 present an intermolecular hydrogen bond involving the thione sulfur and the NH hydrogen, which is not present in 2 owing to the steric hindrance of the methyl group in the phenyl ring. The geometry of the molecule is affected by the position of the methyl groups on the pyridine and aryl rings.
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 (2020/12/15)
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.
