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ChemicalBook CAS DataBase List 1-ACETYL-1H-BENZOTRIAZOLE

1-ACETYL-1H-BENZOTRIAZOLE synthesis

12synthesis methods
-

Yield:18773-93-8 100%

Reaction Conditions:

with triethylamine in dichloromethane at 20; for 0.5 h;Cooling;

Steps:

1 Preparation of compound 2.

Benzotriazole (6.52 g, 54.2 mmol) was dissolved in 50 mL anhydrous methylene chloride, under cooling, added first with mol equivalents of triethylamine (11.06 g, 109.5 mmol) then carefully with 1.1 mol equivalents of acetyl chloride (4.7 g, 60.25 mmol) and stirred for 30 min at room temperature. After the reaction was completed, the mixture was diluted with 50 mL 2 N hydrochloric acid and extracted twice with 25 mL methylene chloride. The combined organic phases were washed twice with 20 mL 2 N hydrochloric acid, twice with 20 mL water and then once with 20 mL saturated sodium chloride solution, dried over sodium sulfate and the solvent was removed. The organic phase was dried over Na2SC>4, then the solvent was removed under reduced pressure to afford compound 2 in quantitative yield. The compound was pure enough to be used for the following step without further treatment. NMR (600 Hz, CDCh): d (ppm) 8.22-7.93 (m, 2H), 8.02- 7.93(m, lH), 2.53 (s, 3H); 13C NMR (150 Hz, CDCh): 171.1, 145.7, 133.4, 128.2, 115.1, 125.5, 121.3, 23.3; ESI-MS (M+H)+ 162.27.

References:

WO2020/10021,2020,A1 Location in patent:Page/Page column 26; 27