Application of 6-Nitro-1,2,3,4-tetrahydroquinoline

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A common heterocyclic compound, the thiazolidine compound, name is 3-Aminorhodanine,cas is 1438-16-0, mainly used in chemical industry, its synthesis route is as follows.

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. 4.2.24 (E)-3-(4-Hydroxy-3,5-dimethoxybenzylideneamino)-2-thioxothiazolidin-4-one (1g) Yellow solid, yield: 70.5%, mp: 175-177 C. IR (neat) numax: 3486, 1733, 1616, 1588 cm-1. 1H NMR (300 MHz, DMSO-d6) delta: 3.82 (s, 6H); 4.35 (s, 2H); 7.19 (s, 2H); 8.48 (s, 1H); 9.45 (s, 1H). 13C NMR (75 MHz, DMSO-d6) delta: 34.5; 56.0; 106.5; 121.7; 140.7; 148.0; 169.7; 170.8; 196.6. HRMS (DCI, CH4) m/z calcd for C12H13N2O4S2 [M+H]+: 313.0317, found: 313.0323.

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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