Synthesis of orthoaminocarbonitrile tetrahydronaphthalenes catalyzed by butyl-3-methylimidazolium hexafluorophosphate ionic liquid base catalyst

Abstract

General procedure for synthesis of orthoaminocarbonitrile tetrahydronaphthalenesIn a 50 mL flask with a circular bottom, cyclohexanone (1 mmol) and malononitrile (1 mmol) in 5 mL of ethanol solvent were mixed to make orthoaminocarbonitrile under reflux conditions.

Fabrication and characterization of mesoporous yolk–shell nanocomposites as an effective reusable heterogeneous base catalyst for the synthesis of ortho-aminocarbonitrile tetrahydronaphthalenes

“…: 244–246 °C, (m.p. : 245–247 °C) Lit., 39 IR (KBr, ν , cm −1 ): 3444, 3356, 2860, 2215, 1626, 1525, 1443, 1354, 1269, 1045, 726, 507; 1 H NMR (400 MHz, DMSO-d 6 ) ( δ , ppm): 8.09 (d, J = 8.0 Hz, 1H), 8.02 (d, J = 8.0 Hz 1H), 7.92 (t, 1H), 7.75 (t, 1H), 7.45 (s, 2H), 5.79 (s, 1H), 4.07 (d, J = 12 Hz, 1H), 2.96–3.08 (m, 1H), 2.04–2.26 (m, 2H), 1.69–1.73 (m, 1H), 1.45–1.52 (m, 2H), 0.98–1.07 (m, 1H).…”

“…The obtained products were characterized by spectroscopic data such as; FT-IR, 1 H NMR and the melting points of known compounds are compared with authentic samples; [32][33][34][35][36]39,41 that the related data are reported to ESI. † Scheme 1 Preparation of yolk-shell nanocatalyst.…”

Design, fabrication and characterization of mesoporous yolk–shell nanocomposites as a sustainable heterogeneous nanocatalyst for synthesis of ortho-aminocarbonitrile tetrahydronaphthalenes

“…: 264–266 °C (Lit. 40 m.p 263–266 °C); IR (KBr) ʋ = 3419, 3341, 2947, 2856, 2215, 1646, 1604, 1455, 1256, 1025, 833, 570 cm −1 , 1 H NMR (400 MHz, DMSO-d 6 ): δ = 8.33 (t, J = 12.0 Hz, 2H), 7.91 (d, J = 8.0 Hz, 1H), 7.72 (d, J = 8.0 Hz, 1H), 7.43 (s, 2H, NH 2 ), 5.74 (s, 1H), 3.90 (d, J = 12.0 Hz, 1H), 2.84–2.91 (m, 1H), 2.00–2.21 (m, 2H), 1.66–1.70 (m, 1H), 1.39–1.48 (m, 2H), 0.81–0.90 (m, 1H).…”

Sonochemical synthesis of ortho‐aminocarbonitrile tetrahydronaphthalenes using mesoporous yolk–shell nanocomposites as a recyclable heterogeneous catalyst and evaluation of their in vitro antimicrobial activities

“…This protocol is represented as a sequel to our recent research on the introduction of hollow catalysts and other catalysts, as well as to increase the reaction simplicity, work up, and the role of catalyst in more cases as an effective and environmentally friendly method. [24][25][26][27][28] 2 | EXPERIMENTAL…”

“…In this research, we hope to report the preparation and characterization of nano‐sized CaO‐MgO@SiO 2 multi‐yolk–shell hollow catalyst and application in sonochemical synthesis of ortho‐aminocarbonitrile tetrahydronaphthalenes. This protocol is represented as a sequel to our recent research on the introduction of hollow catalysts and other catalysts, as well as to increase the reaction simplicity, work up, and the role of catalyst in more cases as an effective and environmentally friendly method 24–28 …”