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ChemicalBook CAS DataBase List 4-Amino-8-bromo-2-chloroquinazoline
956100-62-2

4-Amino-8-bromo-2-chloroquinazoline synthesis

4synthesis methods
8-BROMO-2,4-DICHLOROQUINAZOLINE

331647-05-3

4-Amino-8-bromo-2-chloroquinazoline

956100-62-2

General procedure for the synthesis of 4-amino-8-bromo-2-chloroquinazoline from 8-bromo-2,4-dichloroquinazoline: 8-bromo-2,4-dichloroquinazoline (1.2 g, 4.35 mmol) was dissolved in dichloromethane (5 mL), followed by the slow addition of ammonia to a methanol solution (50 mL, 7 mol/L). The reaction mixture was stirred continuously for 16 hours at room temperature. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was poured into water (50 mL) to precipitate a solid product. The solid was collected by filtration and the filter cake was washed with distilled water (50 mL). Finally, the product was dried under vacuum to give a yellow solid 4-amino-8-bromo-2-chloroquinazoline (1.5 g, yield: 100%). The purity of the product met the requirements of the subsequent reaction without further purification.

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Yield:956100-62-2 100%

Reaction Conditions:

with ammonia in methanol;dichloromethane at 20; for 16 h;

Steps:

19 Preparation of compound 19-d.

Compound 19-e (1.2 g, 4.35 mmol) was dissolved in dichloromethane (5 mL) and then ammonia (50 mL, 7 Min methanol), was added and the reaction mixture was stirred at room temperature for 16 hours. The reaction mixturewas concentrated under reduced pressure and the residue was added to water (50 mL), a solid was precipitated andfiltered. The filter cake was washed with water (50 mL) and dried in vacuo to deliver a yellow solid 19-d (1.5 g, yield:100%). This product was used directly for the next step without further purification

References:

EP3287463,2018,A1 Location in patent:Paragraph 0191; 0194