Raw H-NMR (DMSO-d6) of 2-(3,4-dimethoxyphenyl)-N-(4-nitrobenzylidene)ethanamine

Raw H-NMR (300 MHz; DMSO-d6) of the isolated crude product from the attempt at the AgOTf catalysed (20 mol%) cyclisation reaction of 2-(3,4-dimethoxyphenyl)-N-(4-nitrobenzylidene)ethanamine to give 6,7-dimethoxy-1-(4-nitrophenyl)-1,2,3,4-tetrahydroisoquinoline (reaction KAB24-6).

The spectrum consists of starting material with trace amounts of 4-nitrobenzaldehyde. Greater resolution of the imine proton than in the spectrum recorded in CDCl3.

SMILES: O=[N+]([O-])C1=CC=C(/C=N/CCC2=CC(OC)=C(OC)C=C2)C=C1

InChI: InChI=1S/C17H18N2O4/c1-22-16-8-5-13(11-17(16)23-2)9-10-18-12-14-3-6-15(7-4-14)19(20)21/h3-8,11-12H,9-10H2,1-2H3/b18-12-

1H-NMR (300 MHz; DMSO-d6): δ  8.40 (s, 1H), 8.30-8.26 (m, 2H), 7.99-7.94 (m, 2H), 6.84 (dd, J = 5.0, 3.1 Hz, 2H), 6.74 (dd, J = 8.1, 1.9 Hz, 1H), 3.86 (t, J = 6.9 Hz, 2H), 2.89 (t, J = 7.2 Hz, 2H).