ChemicalBook CAS DataBase List 4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE

4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE synthesis

7synthesis methods

Product Name:4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE
CAS Number:59490-94-7
Molecular formula:C14H8Cl2N2
Molecular Weight:275.13

4(3H)-Quinazolinone, 2-(4-chlorophenyl)-

7455-77-8
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4-CHLORO-2-(4-CHLORO-PHENYL)-QUINAZOLINE

59490-94-7
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Yield:59490-94-7 88%

Reaction Conditions:

with thionyl chloride in N,N-dimethyl-formamide; for 2 h;Reflux;

Steps:

3.3. Oxidative aromatisation of 3a -3e in SOCl 2 -DMF mixture

General procedure: 4-Chloroquinazoline derivatives were prepared following a lit- erature method reported by Mphahlele and co-workers [16] . To a stirring suspension of 3a (1.00 g, 3.90 mmol) in thionyl chloride (30 mL) at room temperature, DMF (1 mL) was added dropwise. The mixture was refluxed for 2 h and allowed to cool to room tem- perature before quenching with cold water and was extracted with dichloromethane. The dichloromethane was dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to yield compounds 4a -4d [14] and 4e [15] . The following prod- ucts were prepared accordingly. 4-Chloro-2-(4-chlorophenyl)quinazoline ( 4a ). A stirred mixture of 3a (1.00 g, 3.90 mmol) and DMF (1 mL) in thionyl chloride (30 mL) yielded 4a as a white solid (0.94 g, 88%); m.p. 143.2-145.4 °C; FT-IR(v max ) 758, 842, 954, 1152, 1234, 1336, 1519, 1537; 1 H-NMR(400 MHz, CDCl 3 , ppm) 7.47 (d, J = 8.8 Hz, 2 H), 7.60-7.56 (m, 1 H), 7.89-7.85 (m, 1 H), 8.05 (d, J = 8 Hz, 1H), 8.23 (d, J = 8 Hz, 1 H), 8.56 (d, J = 8.8 Hz, 2 H); 13 C-NMR (100 MHz, CDCl 3 , ppm) 122.4, 125.8, 128.4, 128.9, 130.1, 135.0, 137.4, 143.7, 151.7, 159, 162.6. [14] .

References:

Dilebo, Kabelo B.;Gumede, Njabulo J.;Mampa, Richard M.;Mangokoana, Dikgale;Matsebatlela, Thabe M.;Moraone, Ngaoko R.;Nxumalo, Winston;Omondi, Bernard [Journal of Molecular Structure,2021,vol. 1243]

104-88-1 Synthesis