ChemicalBook CAS DataBase List 2-(3-methylphenyl)quinazolin-4-ol

2-(3-methylphenyl)quinazolin-4-ol synthesis

14synthesis methods

Product Name:2-(3-methylphenyl)quinazolin-4-ol
CAS Number:18818-40-1
Molecular formula:C15H12N2O
Molecular Weight:236.27

587-03-1 Synthesis

587-03-1
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Benzenecarboximidic acid, 2-amino- (9CI)

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Yield:18818-40-1 98%

Reaction Conditions:

with potassium hydroxide in toluene at 90; for 20 h;

Steps:

Typical procedure of synthesis of 4(3H)-quinazolinones

General procedure: To an oven-dried 20 cm3 test tube with a ground-in stopperequipped with a stir bar were added anthranilamide (1.0 mmol), benzyl alcohol (1.0 mmol), KOH (2.0 mmol),and 4 cm3 toluene. The test tube was put in an oil bath potpreheated at 90 C and the mixture was stirred for 20 h at90 C. After cooling to room temperature, the reactionmixture was added about 5 g silica gel and directly condensedon a rotator under vacuum. The resulting residualwas transferred to a silica gel chromatography column andeluted with a solution of petroleum ether and ethyl acetate[4/1 (v/v)] to give a white solid 2-phenyl-4(3H)-quinazolinone.For some products (3f, 3g, 3n, and 3t) onlysparingly soluble in ethyl acetate, the reaction mixtureswere condensed in vacuo on a rotary evaporator. Theresiduals were washed three times with water and oncewith ethyl acetate, and then dried in an infrared oven togive the desired products pure enough for NMR analysis.

References:

Qiu, Dezhi;Wang, Yanyan;Lu, Dongming;Zhou, Lihong;Zeng, Qingle [Monatshefte fur Chemie,2015,vol. 146,# 8,p. 1343 - 1347]

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