Synthetic Route of 169037-23-4, Researchers are common within chemical engineering and are often tasked with creating and developing new chemical techniques, frequently combining other advanced and emerging scientific areas.
General procedure: A mixture of bisarylidenepiperidin-4-one (1.36 mmoL), isatin (2.72 mmoL) and L-phenylalanine (2.72 mmoL) were heated with stirring in [bmim]Br medium (3 mL) for 1 h at 100 C. After completion of the reaction (TLC), ethyl acetate (2 x 5 mL) was added and the reaction mixture was stirred for 10 min. The organic layer was removed under reduced pressure and the crude product was purified by column chromatography (ethyl acetate:hexane v/v 3:7). 5′-Benzyl-4′-(m-nitrophenyl)-5-(trifluoromethoxy)spiro[3,2′]oxindolopyrrolidino-4′-(m-nitrophenyl)-1?-styryl-5-benzylidene-spiro[3′.3?]piperidin-4?-one (5l): Melting point 296-298 C; white solid, 94%; 1H-NMR (CDCl3, 400 MHz): delta/ppm 5.05 (d, J = 14.64 Hz, 1H), 4.75-4.77 (m, 1H), 4.30 (d, J = 10.24 Hz, 1H), 3.86 (d, J = 13.92 Hz, 1H), 3.83 (d, J = 16.92 Hz, 1H), 3.49 (d, J = 15.4 Hz, 1H), 3.10 (d, J = 11.72 Hz, 1H), 2.73-2.77 (dd, J = 13.96, 8.08 Hz, 1H), 2.74 (d, J = 13.92 Hz, 1H), 7.01-6.68 (m, 2H), 7.18-7.82 (m, 21H,Ar); 13C-NMR (CDCl3, 100 MHz): delta/ppm 40.6, 47.4, 52.1, 53.3, 62.8, 65.6, 70.9, 98.8, 110.2, 121.9, 122.4, 122.5, 112.5, 123.6, 124.4, 124.5, 126.4, 126.5, 126.7, 128.7, 128.8, 128.9, 129.2, 129.4, 129.9, 132.4, 132.9, 135.6, 136.3, 137.7, 138.7, 139.9, 144.4, 179.8, 198.7. EI-MS: m/z 801 (M+). Anal. Calcd for C44H34F3N5O7: C, 65.91; H, 4.27; N, 8.73; Found: C, 65.99; H, 4.39; N, 8.86.
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Reference:
Article; Arumugam, Natarajan; Almansour, Abdulrahman I.; Kumar, Raju Suresh; Govindasami, Periyasami; Al-thamili, Dhaifallah M.; Krishnamoorthy, Rajapandian; Periasamy, Vaiyapuri Subbarayan; Alshatwi, Ali A.; Mahalingam; Thangamani, Shankar; Menendez, J. Carlos; Molecules; vol. 23; 5; (2018);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem