Downstream synthetic route of 3-Aminorhodanine

With the complex challenges of chemical substances, we look forward to future research findings about 3-Aminorhodanine,belong thiazolidine compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO135,mainly used in chemical industry, its synthesis route is as follows.,1438-16-0

General procedure: A solution in absolute ethanol (30 mL/mmol) of the adequate aldehyde (1 equiv) and hydrazine (1 equiv) was heated under reflux for 5-18 h depending on the reactants. After cooling to room temperature, the precipitated solid was collected by filtration and dried under vacuum to afford the corresponding hydrazone. If no precipitate was observed, the reaction mixture was concentrated under reduced pressure. 4.2.26 (E)-3-(2-hydroxybenzylideneamino)-2-thioxothiazolidin-4-one (6g). 31 Yellow solid, yield: 52%, mp: 179-180 C. IR (neat) numax: 3038, 1727, 1716, 1615 cm-1. 1H NMR (300 MHz, DMSO-d6) delta: 4.32 (s, 2H); 6.34-7.01 (m, 2H); 7.47 (ddd, J = 1.8, 7.2, 8.3 Hz, 1H); 7.83 (dd, J = 1.7, 7.8 Hz, 1H); 8.96 (s, 1H); 10.68 (s, 1H). 13C NMR (75 MHz, DMSO-d6) delta: 34.6; 116.7; 117.6; 119.6; 128.5; 134.6; 158.6; 167.0; 197.0. HRMS (DCI, CH4) m/z calcd for C10H9N2O2S2 [M+H]+: 253.0105, found: 253.0106.

With the complex challenges of chemical substances, we look forward to future research findings about 3-Aminorhodanine,belong thiazolidine compound

Reference£º
Article; Vanucci-Bacque, Corinne; Carayon, Chantal; Bernis, Corinne; Camare, Caroline; Negre-Salvayre, Anne; Bedos-Belval, Florence; Baltas, Michel; Bioorganic and Medicinal Chemistry; vol. 22; 15; (2014); p. 4269 – 4276;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com