TY - JOUR T1 - Effective Use of Oxalyl Chloride Compound in Synthesis of Oxalohydrazide and Parabanic Acid Derivatives AU - Kıbrız, İbrahim Evren AU - Saçmacı, Mustafa AU - Yıldırım, İsmail PY - 2023 DA - November JF - Bozok Journal of Science JO - BJS PB - Yozgat Bozok University WT - DergiPark SN - 2980-3314 SP - 81 EP - 86 VL - 1 IS - 2 LA - en AB - Oxalyl chloride, (COCl)2, as an easily available chemical, is one of the organic reagents that are highly applicable in chemical reactions. It is used as the starting material of various chemical transformations such as ring closure in organic reactions, ring opening of epoxides, chlorination, and formylation. In this context, we report the reactions of oxalyl chloride (1) with cyanoacetyl hydrazide (2) and N,N'-diarylcarbazone (3) for the first time here. Compounds (4 and 5) characterized by elemental analysis, 1H, and 13C-NMR spectra are conformable by structure. KW - Oxalyl Chloride KW - Carbazone KW - Cyanoacetyl hydrazide KW - Oxalohydrazid KW - Parabanic Acid CR - R. Salmon and I. V. Efremov, “in Encyclopedia of Reagents for Organic Synthesis,” John Wiley & Sons, Weinheim, 2001. CR - A. Fauconnier, “The Action of Phosphorus Pentachloride on Diethyl Oxalate,” Comptes Rendus Acad. Sci., vol. 114, pp. 122–123, 1892. CR - W. Li, Y. Asada, and T. Yoshikawa, “Antimicrobial Flavonoids from Glycyrrhiza Glabra Hairy Root Cultures,” Planta Med., vol. 64, pp. 746–747, Dec. 1998, doi:10.1055/s-2006-957571. CR - S. Jang, S. Jeung, K. Kim, H. Kim, H. Yu, R. Park, H. Kim, and Y. You, “Tanshinone IIA from Salvia miltiorrhiza Inhibits Inducible Nitric Oxide Synthase Expression and Production of TNF-α, IL-1β and IL-6 in Activated RAW 264.7 Cells,” Planta Med., vol. 69, pp. 1057–1059, Nov. 2003, doi:10.1055/s-2003-45157. CR - G. B. M. Bettòlo, C. G. Casinovi, and C. Galeffi, “A New Class of Quinones: Sesquiterpenoid Quinones of Mansonia altissima Chev,” Tetrahedron Lett., vol. 52, pp. 4857–4864, 1965, doi: 10.1016/S0040-4039(01)89048-1. CR - C. C. Shen, “Phenolic Constituents of the Roots of Sophora flavescens,” J. Nat. Prod., vol. 69, pp. 1237–1240, Aug. 2006, doi:10.1021/np060189d. CR - M. Knaack, P. Emig, J. W. Bats, M. Kiesel, A. Müller, and E. Günther, “Synthesis and Characterization of the Biologically Active 2-[1-(4-chlorobenzyl)-1H-indol-3-yl] -2-oxo-N-pyridin-4-yl acetamide,” Eur. J. Org. Chem., vol. 2001, pp. 3843–3847, Sep. 2001, doi:10.1002/1099-0690(200110)2001:20 <3843::AID-EJOC3843>3.0.CO;2-P. CR - M. D. Armistead, W. M. Harding, J. O. Saunders, and S. J. Boger, “Biologically Active Acylated Amino Acid Derivatives,” United States Patent. US 5723459, 1998. CR - B. R. Bacon, S. C. Gordon, E. Lawitz, P. Marcellin, J. M. Vierling, S. Zeuzem. F. Poordad, Z. D. Goodman, H. L. Sings, N. Boparai, M. Burroughs, C. A. Brass, J. K. Albrecht, and R. Esteban, “Boceprevir for Previously Treated Chronic HCV Genotype 1 Infection,” N. Engl. J. Med., vol. 364, pp. 1207–1217, Mar. 2011, doi:10.1056/NEJMoa1009482. CR - T. F. Hartley, P. L. Lieberman, E. O. Meltzer, J. N. Noyes, D. S. Pearlman, and D. G. Tinkelman, “Efficacy and Tolerance of Fluocortin Butyl Administered Twice Daily in Adult Patients with Perennial Rhinitis,” J. Allergy Clin. Immunol., vol. 75, pp. 501–507, Apr. 1985, doi:10.1016/s0091-6749(85)80024-5. UR - https://dergipark.org.tr/en/pub/bjs/issue//1367436 L1 - https://dergipark.org.tr/en/download/article-file/3438256 ER -