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ChemicalBook CAS DataBase List 6-fluoro-N-(4-fluorobenzyl)quinazolin-4-aMine
1262888-28-7

6-fluoro-N-(4-fluorobenzyl)quinazolin-4-aMine synthesis

4synthesis methods
4-CHLORO-6-FLUOROQUINAZOLINE

16499-61-9

4-Fluorobenzylamine

140-75-0

6-fluoro-N-(4-fluorobenzyl)quinazolin-4-aMine

1262888-28-7

GENERAL METHOD: 4-Chloro-6-fluoroquinazoline (1.84 g, 10 mmol), trimethylamine (1.06 g, 10 mmol) were mixed with p-fluorobenzylamine (10 mmol) in 5 mL N,N-dimethylformamide (DMF). The reaction mixture was heated to reflux for 4 h, subsequently cooled to room temperature and decanted into crushed ice. The precipitated solid was collected by filtration and purified by recrystallization with ethanol. The melting points of the resulting 6-fluoro-N-(4-fluorobenzyl)quinazolin-4-amines were all above 300 °C.

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Yield: 62%

Reaction Conditions:

with triethylamine in N,N-dimethyl-formamide for 4 h;Reflux;

Steps:

3.5. General Method of the Synthesis of Quinazoline Derivatives (5a-j)
General procedure: Compound 4 (1.84 g, 0.01 mol) was mixed with (1.06 g, 0.01 mol) of trimethylamine and (0.01 mol)of the appropriate aromatic amine in 5 mL of dimethylformamide (DMF). The mixture was refluxedfor 4 h, cooled, and poured on crushed ice. The crystals were collected and crystallized from ethylalcohol. The melting points for all synthesized compounds were above 300 °C.

References:

Zayed, Mohamed F.;Ihmaid, Saleh K.;Ahmed, Hany E.A.;El-Adl, Khaled;Asiri, Ahmed M.;Omar, Abdelsattar M. [Molecules,2017,vol. 22,# 2,art. no. 188]

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