10, 10-dimethyl-7-phenyl-10, 11-dihydro-7H-chromeno[3, 2-h]quinolin-8(9H)-one(4e)

Pale White solid, yield 88% IR (KBr, υ_max cm⁻¹): 2800 (CH str), 1593.27 (-C=C str), 1440 (-C-C= str), 1050 (-C-O-C str); ¹H NMR (CDCl₃-400 MHz, δ ppm); 8.8 (m, Ar-H), 8.1 (m, Ar-H), 7.29 (m, Ar-H), 7.27 - 7.25 (m, Ar-H), 7.19 (m, Ar-H), 7.17 (m, Ar-H), 7.11 - 7.09 (m, Ar-H), 5.55 (s, 1H), 2.49 - 2.39 (s, 1H), 2.34 - 2.29 (s, 1H), 1.24 (s, methyl proton), 1.10 (s, methyl proton); ESMS: 356.3 [M + 1].

10, 10-dimethyl-7-(4-nitrophenyl)-10, 11-dihydro-7H-chromeno[3, 2-h]quinolin-8(9H)-one(4f)

White solid, yield 91% IR (KBr, υ_max cm⁻¹): 2900 (CH str), 1670 (-C=C str), 1440 (-C-C= str), 1190 (-C-O-C str); ¹H NMR (CDCl₃-400 MHz, δ ppm); 8.86 (m, Ar-H), 8.25 (m, Ar-H), 8.18 (m, Ar-H), 7.54 (m, Ar-H), 7.44 - 7.42 (m, Ar-H), 7.26 (m, Ar-H), 7.0 (m, Ar-H), 6.2 (s, 1H), 2.36 (s, 1H), 1.56 (s, 1H), 1.10 (s, methyl proton), 1.03 (s, methyl proton); ESMS: 401.9 [M + 1].

10, 10-dimethyl-7-(2-nitrophenyl)-10, 11-dihydro-7H-chromeno[3, 2-h]quinolin-8(9H)-one(4g)

White solid, yield 92% IR (KBr, υ_max cm⁻¹): 2800 (CH str), 1680 (-C=C str), 1500 (-C-C= str), 1100 (-C-O-C str); ¹H NMR (CDCl₃-400 MHz, δ ppm); 8.86 (m, Ar-H), 8.00 (m, Ar-H), 7.98 (m, Ar-H), 7.56 - 7.54 (m, Ar-H), 7.49 - 7.45 (m, Ar-H), 7.47 - 7.40 (m, Ar-H), 7.38 - 7.35 (m, Ar-H), 7.33 - 7.31 (m, Ar-H), 7.29 - 7.24 (m, Ar-H), 5.02 (s, 1H), 2.48 - 2.45 (m, 1H), 2.33 - 2.26 (m, 1H), 1.12 (s, methyl proton), 1.05 - 1.02 (s, methyl proton); ESMS: 401.2 [M + 1].

7-(2-methoxyphenyl)-10, 10-dimethyl-10, 11-dihydro-7H-chromeno[3, 2-h]quinolin-8(9H)-one(4h)

White solid, yield 89% IR (KBr, υ_max cm⁻¹): 2900 (CH str), 1660 (-C=C str), 1400 (-C-C= str), 1100 (-C-O-C str); ¹H NMR (CDCl₃-400 MHz, δ ppm); 8.79 - 8.77 (m, Ar-H), 8.19 - 8.17 (m, Ar-H), 7.41 - 7.40 (m, Ar-H), 7.39 - 7.27 (m, Ar-H), 7.06 - 7.04 (m, Ar-H), 7.03 - 7.01 (m, Ar-H), 6.94 - 6.92 (m, Ar-H), 6.51 (m, Ar-H), 4.9 (s, 1H), 3.73 (s, methoxy proton) 2.3 (m, 1H), 2.27 (m, 1H), 1.09 (s, methyl proton), 1.06 (s, methyl proton); ESMS: 386.2 [M + 1].