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Anal. Calcd. for C22H20FN3O: C, 73.11; H, 5.58; N, 11.63. Found: C, 73.34; H, 5.47;
N, 11.46.
12-(4-Bromophenyl)-3,3-dimethyl-3,4,5,12-tetrahydrobenzimidazo[2,1-b]quinazolin-1
(2H)-one (4e)
FT-IR: y 3427 (NH), 1649 (CDO) cm¡1. 1H NMR (300 MHz, DMSO-d6): d 0.94 (s, 3H,
CH3), 1.07 (s, 3H, CH3), 2.07 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons
in CH2), 2.28 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons in CH2), 2.55–
2.70 (m, 2H, CH2), 6.44 (s, 1H, CH), 6.98 (t, 1H, J D 7.5 Hz, HAr), 7.07 (t, 1H, J D
7.2 Hz, HAr), 7.25 (d, 1H, J D 7.8 Hz, HAr), 7.30 (d, 2H, J D 8.7 Hz, HAr), 7.39 (d, 1H,
J D 7.8 Hz, HAr), 7.46 (d, 2H, J D 8.4 Hz, HAr), 11.18 (br., 1H, NH).
Anal. Calcd. for C22H20BrN3O: C, 62.57; H, 4.77; N, 9.95. Found: C, 62.38; H, 4.89;
N, 10.08.
3,3-Dimethyl-12-(2-nitrophenyl)-3,4,5,12-tetrahydrobenzimidazo[2,1-b]quinazolin-1
(2H)-one (4f)
FT-IR: y 3422 (NH), 1657 (CDO) cm¡1. 1H NMR (300 MHz, DMSO-d6): d 0.83 (3H, s,
CH3), 1.03 (s, 3H, CH3), 1.98 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons
in CH2), 2.19 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons in CH2), 2.45–
2.68 (m, 2H, CH2), 7.01 (t, 1H, J D 7.5 Hz, HAr), 7.05–7.15 (m, 3H, CH and HAr), 7.32–
7.50 (m, 3H, HAr), 7.53 (t, 1H, J D 7.5 Hz, HAr), 7.88 (d, 1H, J D 7.8 Hz, HAr), 11.33
(br., 1H, NH). 13C NMR (75 MHz, DMSO-d6): d 26.9, 28.9, 31.2, 32.8, 49.8, 106.3,
110.0, 117.7, 121.5, 122.8, 124.3, 128.9, 129.3, 132.5, 134.1, 136.2, 145.6, 148.9, 150.8,
193.4.
Anal. Calcd. for C22H20N4O3: C, 68.03; H, 5.19; N, 14.42. Found: C, 67.89; H, 5.02;
N, 14.61.
3,3-Dimethyl-12-(3-nitrophenyl)-3,4,5,12-tetrahydrobenzimidazo[2,1-b]quinazolin-1
(2H)-one (4 g)
FT-IR: y 3441 (NH), 1654 (CDO) cm¡1. 1H NMR (300 MHz, DMSO-d6): d 0.92 (s, 3H,
CH3), 1.08 (s, 3H, CH3), 2.08 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons
in CH2), 2.29 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons in CH2), 2.55–
2.72 (m, 2H, CH2), 6.67 (s, 1H, CH), 6.98 (td, 1H, J D 7.8 Hz, 1.2, HAr), 7.08 (td, 1H,
J D 7.1, 0.9 Hz, HAr), 7.31 (d, 1H, J D 7.5 Hz, HAr), 7.41 (d, 1H, J D 7.5 Hz, HAr), 7.57
(t, 1H, J D 7.8 Hz, HAr), 7.74 (d, 1H, J D 7.8 Hz, HAr), 8.03–8.08 (m, 1H, HAr), 8.29 (t,
1H, J D 1.8 Hz, HAr), 11.30 (br., 1H, NH).
Anal. Calcd. for C22H20N4O3: C, 68.03; H, 5.19; N, 14.42. Found: C, 68.29; H, 5.05;
N, 14.21.
3,3-Dimethyl-12-(4-nitrophenyl)-3,4,5,12-tetrahydrobenzimidazo[2,1-b]quinazolin-1
(2H)-one (4 h)
FT-IR: y 3408 (NH), 1652 (CDO) cm¡1. 1H NMR (300 MHz, DMSO-d6): d 0.93 (s, 3H,
CH3), 1.07 (s, 3H, CH3), 2.07 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons
in CH2), 2.29 (d, 1H, J D 16.2 Hz, one proton of diastereotopic protons in CH2), 2.53–
2.72 (m, 2H, CH2), 6.62 (s, 1H, CH), 6.98 (td, 1H, J D 7.5 Hz, 0.9, HAr), 7.08 (td, 1H,