With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1438-16-0,3-Aminorhodanine,as a common compound, the synthetic route is as follows.
The 3-amino-2-thioxothiazolidin-4-one (2, 3-amino-rhodanine,302.2 mg, 2.04 mmol) in ethanol (15 mL) was heated to boiling for10 min, and the solution of indoline-2,3-dione (1, isatin, 300.0 mg,2.04 mmol) in ethanol (15 mL) was added slowly using dropwise. Thereaction mixture was stirred for 5 h at 100 C without catalyst, and wasmonitored by TLC. After the completion of the reaction, the red productformed was recrystallized from ethanol, filtered, and dried in vacuo.After recrystallization, 2-OxI-Rh (407 mg, 72%), which is Z isomer, wasobtained as red solid (m.p. > 300 C). 1H-NMR (400 MHz, DMSO-d6):delta 11.25 (s, NH, 1 H), 8.82 (d, J =7.7 Hz, =CH, 1 H), 7.42 (t, J=7.7 Hz, =CH, 1 H), 7.10 (t, J =7.7 Hz, =CH, 1 H), 6.97 (d, J=7.7 Hz, =CH, 1 H), 5.97 (bs, NH2, 2 H); 13C-NMR (100 MHz, DMSOd6):delta 191.9, 168.0, 163.5, 144.8, 133.2, 128.6, 127.8, 125.5, 122.2,119.9, 110.7 (Fig. S1); IR (KBr, cm-1): 3410 cm-1 (NH2, stretch primary),3146 cm-1 (]CeH, isatin H), 1713 cm-1 (C]O), 1632 cm-1(O]C-NeC]S), 1595 cm-1 (CeC, stretch in ring), 1458, 1335 cm-1(C]S), 1189 cm-1 (CeN, stretch peak), 742 cm-1 (NH2 wag) (Fig. S2);Anal. Calcd. for C11H7N3O2S2: C, 47.64; H, 2.54; N, 15.15; O, 11.54; S,23.12; found: C, 47.57; H, 2.31; N, 15.07
The synthetic route of 1438-16-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Article; Bayindir, Sinan; Journal of Photochemistry and Photobiology A: Chemistry; vol. 372; (2019); p. 235 – 244;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com