Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions
Abstract
:1. Introduction
2. Results and Discussion
3. Experimental
4. Conclusions
Acknowledgments
References and Notes
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- 3c 1H NMR (300 MHz, DMSO-d6, δ): 8.56 (s, 1H, HC=C), 7.96 (d, J = 7.9 Hz, 2H, H2,6), 7.7–755 (m, 3H, H3,4,5); 13C NMR (75 MHz, DMSO-d6, δ): 162.0 (HC=C), 134.8 (C4), 131.9 (C1), 131 (C3,5), 130 (C2,6), 114.4 (d, 3JH 13 CN = 8.6 Hz, CNtrans), 113.5 (d, 3JH 13 CN = 14.4 Hz, CNcis), 82 (HC=C). 3e 1H NMR (300 MHz, DMSO-d6, δ): 11.40 (s, 1H, NH), 11.22 (S, 1H, NH), 8.35 (S, 1H, HC=C), 8.13 (d, J2,3 = J6,5 7.1 Hz, 2H, H2,6), 7.44 (m, 3H, H3,4,5); 13C NMR (75 MHz, DMSO-d6, δ): 163.4 (C=Otrans), 162.0 (C=Ocis), 155.2 (HC=C), 150.6 (HNCONH), 133.6 (C2,6), 133.1 (C4) 132.5 (C1), 128.5 (C3,5), 119.3 (HC=C). 3g 1H NMR (300 MHz, CDCl3, δ): 7.22 (Ar), 9.93 (HN), 2.94 (3H), 4.28 (4H), 2.33 (7H), 3.54 (OCH3); 13C NMR (75 MHz, CDCl3, δ): 170. 4 (C2), 37.9 (C3), 31.3 (C4), 105. 1 (C5), 149.3 (C6), 18.9 (C7), 167.6 (C8), 51.8 (C9), 143.2 (C10), 127.2 (C11), 129.3 (C12), 126.0 (C13), 129.3 (C14), 127.2 (C15).
Substrate | Conditions | Time | ||
---|---|---|---|---|
Literature [8] | This work | |||
Reagent | Product | Middle infrared/Temp | Near infrared/Temp | |
15 min/80 °C | 7 min/170 °C | |||
15 min/80 °C | 7 min/170 °C | |||
15 min/80 °C | 7 min/170 °C | |||
15 min/80 °C | 7 min/170 °C | |||
45 min/80 °C | 20 min/170 °C | |||
15 min/80 °C | 7 min/170 °C | |||
3 h/80 °C | 50 min/170 °C | |||
3 h/80 °C | 50 min/170 °C | |||
3 h/80 °C | 1.5 h/170 °C | |||
40 min/80 °C | 20 min/170 °C |
Compound | m/z (% relative abundance) M+• | Others Peaks m/z (% relative abundance) |
---|---|---|
3a | 248 (23) | 176 (100), 172 (13), 77 (20) |
3b | 201 (39) | 129 (99), 125 (22), 77 (18) |
3c | 173 (95) | 172 (100), 156 (8),146 (5), 128 (23), 101 (8) |
3d | 154 (100) | 127 (75), 100 (11) |
3e | 216 (63) | 215 (100), 172 (63), 145 (7), 127 (17), 102 (26) |
3f | 322 (100) | 321 (34), 245 (52) |
3g | 229 (88) | 214 (35), 186 (66), 131 (100), 91 (42), 77 (39) |
3h | 329 (44) | 300 (21), 284 (25), 256 (30), 252 (100) |
3i | 260 (27) | 231 (66), 187 (39), 183 (100) |
3j | 181 (63) | 105 (100), 77 (34) |
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Córdova, M.O.N.; Ramírez, C.I.F.; Bejarano, B.V.; Razo, G.A.A.; Flores, F.J.P.; Tellez, V.C.; Ruvalcaba, R.M. Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions. Int. J. Mol. Sci. 2011, 12, 8575-8580. https://doi.org/10.3390/ijms12128575
Córdova MON, Ramírez CIF, Bejarano BV, Razo GAA, Flores FJP, Tellez VC, Ruvalcaba RM. Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions. International Journal of Molecular Sciences. 2011; 12(12):8575-8580. https://doi.org/10.3390/ijms12128575
Chicago/Turabian StyleCórdova, María Olivia Noguez, Carlos I. Flores Ramírez, Benjamín Velasco Bejarano, Gabriel A. Arroyo Razo, Francisco J. Pérez Flores, Vladimir Carranza Tellez, and René Miranda Ruvalcaba. 2011. "Comparative Study Using Different Infrared Zones of the Solventless Activation of Organic Reactions" International Journal of Molecular Sciences 12, no. 12: 8575-8580. https://doi.org/10.3390/ijms12128575