Cufe₂O₄ Nanoparticles: A Magnetically Retrievable Catalyst for Green Synthesis of Novel 2-(3-(Dicyanomethyl)-2-Oxoindolin-3-Ylthio)Acetic Acids

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• Typical procedure for the 2-(3-(dicyanomethyl)-2-oxoindolin-3-ylthio)acetic acids (4a) . A mixture of 2-(2-oxoindolin-3-ylidene) malononitrile (1 mmol, 0.195 g), 2-mercaptoacetic acid (1 mmol, 0.070 mL), and CuFe2O4 (10 mol%, 0.024 g) in H2O (5 mL) was heated at 90°C for 3 h. After completion of the reaction (TLC), the catalyst was separated from mixture with the aid of an external magnet and washed several times with water. Then the residue was filtered and the precipitate washed with ether (2 × 5 mL) to afford pure product 4a. (253 g, 88%) as light pink powder, mp 267°C (dec); νmax (KBr) 3273, 3160, 2196, 1759, 1600 cm−1. 1H NMR (300 MHz, DMSO-d6 ): δH 4.05–4.13 (2H, m, CH2), 4.81 (1H, s, CH), 6.85–7.27 (4H, m, H-Ar), 10.64 (1H, s, NH), 12.15 (1H, s, COOH); 13C NMR (75 MHz, DMSO-d6 ): δC 34.0, 46.1, 77.6, 110.2, 117.7, 122.5, 125.1, 127.2, 129.3, 142.9, 157.9, 175.0, 175.7, Anal. Calcd. for C13H9N3O3S: C, 54.35; H, 3.16; N, 14.63; Found: C, 54.40; H, 3.12; N, 14.68. .
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