3‑Benzoyl‑5,7‑diphenyl‑5h‑thiazolo[3,2‑a]pyrimidine derivatives and their applications
A technology based on benzoyl and diphenyl groups, applied in the field of preparation of antibacterial drugs, can solve problems such as the crisis of effective clinical application of antibacterial drugs
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Embodiment 1
[0019] Preparation of 4-(4-methoxyphenyl)-6-(4-chlorophenyl)-3,4-dihydropyrimidine-2(1H)-thione
[0020] Add 0.1 mol of 4-methoxybenzaldehyde, 0.1 mol of thiourea, 0.11 mol of 4-chloroacetophenone, 0.1 mol of trimethylchlorosilane and 30 mL of acetonitrile into a 250 ml round bottom flask, stir, and reflux for 10 h. Cool, filter with suction, and recrystallize the filter cake from absolute ethanol to obtain 20.5 g of yellow crystals, with a yield of 62.1%. ESI-MS (m / z): 331.2 (M+H) + .
Embodiment 2
[0022] Preparation of 4-(4-hydroxyphenyl)-6-(4-chlorophenyl)-3,4-dihydropyrimidine-2(1H)-thione
[0023] Add 0.1 mol of 4-hydroxybenzaldehyde, 0.1 mol of thiourea, 0.11 mol of 4-chloroacetophenone, 0.1 mol of trimethylchlorosilane, and 30 mL of acetonitrile into a 250 ml round bottom flask, stir, and reflux for 10 h. Cool, filter with suction, and recrystallize the filter cake from absolute ethanol to obtain 24.2 g of yellow crystals, with a yield of 76.4%. ESI-MS (m / z): 316.8 (M+H) + .
Embodiment 3
[0025] Preparation of 4-(4-chlorophenyl)-6-(4-chlorophenyl)-3,4-dihydropyrimidine-2(1H)-thione
[0026] Add 0.1 mol of 4-chlorobenzaldehyde, 0.1 mol of thiourea, 0.11 mol of 4-chloroacetophenone, 0.1 mol of trimethylchlorosilane, and 30 mL of acetonitrile into a 250 ml round bottom flask, stir, and reflux for 10 h. After cooling, suction filtration, and recrystallization of the filter cake from absolute ethanol, 24.8 g of yellow crystals were obtained, with a yield of 74.0%. ESI-MS (m / z): 335.3 (M+H) + .
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