HCID 69202502, compound → HCID 69202478, compound

Participants

Reaction Steps

3-(4-Amino-3-methoxy-phenyl)-3-(3,5-dimethoxy-phenyl)-acrylonitrile was prepared analogously to 3-(3-amino-4-methoxy-phenyl)-3-(3-ethoxy-4-methoxy-phenyl)-acrylonitrile using 3-(3-methoxy-4-nitro-phenyl)-3-(3,5-dimethoxy-phenyl)-acrylonitrile (3.9 g, 11.5 mmol) and tin chloride dihydrate (12.8 g, 58.0 mmol) to afford mixture isomers of 3-(4-amino-3-methoxy-phenyl)-3-(3,5-dimethoxy-phenyl)-acrylonitrile (3.1 g, 84%) as a yellow solid: mp 114-116° c; 1H NMR (CDCl3) δ 7.04-6.45 (m, 6H), 5.60(5.46) (s, 1H), 3.86-3.70(m, 11H); 13CNMR(CDCl3)δ 163.18, 162.98, 160.57, 146.32, 142.06, 139.34, 139.07, 138.57, 128.03, 126.37, 124.00, 122.74, 107.15, 102.02, 101.95, 91.86, 90.98, 55.69, 55.55; Anal Calcd for C18H18N2O3: C, 69.66; H, 5.85; N, 9.03. Found: C, 69.33; H, 5.67; 8.85.

Provenance & Evidence