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ChemicalBook CAS DataBase List 3-(2-AMINO-THIAZOL-4-YL)-BENZONITRILE

3-(2-AMINO-THIAZOL-4-YL)-BENZONITRILE synthesis

3synthesis methods
-

Yield:202664-32-2 91.7%

Reaction Conditions:

in ethanol at 80; for 3 h;

Steps:

1.1. Chemistry experimental procedure A of intermediates 3a-j

General procedure: Some of the intermediates 3a-j were commercially unavailable or expensive, so the compounds were obtained by the following chemistry experimental procedure A. To a solution of bromoacetophenone analogue (1 mmol) in anhydrous ethanol (30 mL), thiourea (1 mmol) was added, and the mixture solution was stirred at 80 °C for 3 h. The completion of the reaction was monitored by TLC. The mixed solution was concentrated under reduced pressure to remove the solvent, and the saturated NaHCO3 solution was added to adjust the pH to 8~9. Large amounts of solids were observed to precipitate out of the solution. The solid was collected by suction filtration, washed with anhydrous ethanol and dried in vacuo to obtain the crude product. The crude product was purified by silica gel column chromatography eluting with a gradient of ethyl acetate/petroleum ether mixture to afford pure intermediates 3a-j

References:

Wang, Quan;Hu, XiaoLong;Shi, Wei;Long, Huan;Wang, Hao [Bioorganic and Medicinal Chemistry Letters,2022,vol. 69,art. no. 128799] Location in patent:supporting information