S.No

Reactants

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

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

Pale White solid, yield 94% IR (KBr, υmax cm−1): 2900 (CH str), 1640 (-C=C str), 1450 (-C-C= str), 1250 (-C-O-C str); 1H NMR (CDCl3-400 MHz, δ ppm); 8.9 (m, Ar-H), 8.7 (m, Ar-H), 7.34 (m, Ar-H), 7.26 (m, Ar-H), 7.17 (m, Ar-H), 7.01 (m, Ar-H), 6.29 (m, Ar-H), 3.9 (s, 1H), 2.34 (s, 1H) 1.08 (s, methyl proton), 1.03 (s, methyl proton); ESMS: 389.2 [M + 1].

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

White solid, yield 93% IR (KBr, υmax cm−1): 2800 (CH str), 1550 (-C=C str), 1440 (-C-C= str), 1250 (-C-O-C str); 1H NMR (CDCl3-400 MHz, δ ppm); 8.99 (m, Ar-H), 8.17 - 8.11 (m, Ar-H), 7.47 - 7.41 (m, Ar-H), 7.39 - 7.32 (m, Ar-H), 7.19 - 7.10 (m, Ar-H), 7.08 - 7.03 (m, Ar-H), 6.85 - 6.83 (m, Ar-H), 6.79 - 6.71 (m, Ar-H), 5.2 (s, hydroxy H), 4.21 (s, 1H), 4.0 (q, 2H, CH2 proton), 2.8 (s, 1H), 2.3 (s, 1H), 1.3 (t, methyl proton), 1.1 (s, methyl proton); ESMS: 416.1 [M + 1].

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

Pale yellow solid, yield 89% IR (KBr, υmax cm−1): 2900 (CH str), 1640 (-C=C str), 1500 (-C-C= str), 1200 (-C-O-C str); 1H NMR (CDCl3-400 MHz, δ ppm); 8.86 (m, Ar-H), 8.04 (m, Ar-H), 7.8 (m, Ar-H), 7.5 (m, Ar-H), 7.12 (m, Ar-H), 6.80 - 6.80 (m, Ar-H), 6.36 (m, Ar-H), 5.0 (s, hydroxy H), 4.5 (s, 1H), 2.8 (s, 1H), 2.0 (s, 1H), 1.3 (s, methyl proton), 1.0 (s, methyl proton); ESMS: 372 [M + 1].

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

White solid, yield 90% IR (KBr, υmax cm−1): 2800 (CH str), 1540 (-C=C str), 1450 (-C-C= str), 1250 (-C-O-C str); 1H NMR (CDCl3-400 MHz, δ ppm); 8.80 - 8.87 (m, Ar-H), 8.21 - 8.19 (m, Ar-H), 7.26 (m, Ar-H), 7.15 (m, Ar-H), 7.14 (m, Ar-H), 7.08 - 7.04 (m, Ar-H), 6.2 (s, 1H), 2.4 (s, 1H), 2.35 (s, methyl proton), 2.1 (s, 1H), 1.10 (s, methyl proton), 1.04 (s, methyl proton); ESMS: 370.3 [M + 1].