1-(2-Hydroxyethyl)imidazolidine-2-thione

• Main Authors: Lee, See Mun *, Ainnul H. S. Azizan, *, Tiekink, Edward R. T. *
• Format: Article
• Language: English
• Published: MDPI 2018
• Subjects: QD Chemistry
• Online Access: http://eprints.sunway.edu.my/947/1/Tiekink%201-%282-Hydroxyethyl...%29molbank-2018-M1035.pdf; http://eprints.sunway.edu.my/947/; http://doi.org/10.3390/M1035
• Institution: Sunway University

1-(2-Hydroxyethyl)imidazolidine-2-thione (1) was obtained as a product from an in situ reaction between N-(2-hydroxyethyl)ethylenediamine, carbon disulfide, potassium hydroxide, and di(4-fluorobenzyl)tin dichloride. Compound 1 was characterized by IR, UV, 1H, 13C{1H}, and 2D (COSY, NOESY, HSQC, and HMBC) NMR spectroscopies. The cyclic molecular structure was confirmed by single crystal X-ray crystallography which showed the five-membered ring to be non-planar and the π-electron density to be localized over the CN2S chromophore. In the crystal, thioamide–N–H . . . O(hydroxy) and hydroxy–O–H . . . S(thione) hydrogen bonds lead to supramolecular layers in the bc-plane.