Synthesis of Novel Thiazoles Based on (+)-Usnic Acid
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
The Synthesis of Compounds 5a–e
- (A)
- A total of 1 mmol of carboxylic acid was placed in a flask with a solution of oxalyl chloride in methylene chloride (2 mmol in 2 mL). A few drops of DMF were added to the mixture and left to be stirred at room temperature for one hour. Afterwards, the solvent was removed using a rotary evaporator. The resulting mixture was dissolved in 10 mL of acetone, and the solution was heated to 50 °C. Sodium thiocyanate (1 mmol) was added to the solution. After 15 min, the solution was cooled, and the precipitate that formed (sodium chloride) was filtered off. The resulting solution was evaporated on a rotary evaporator. An aqueous solution of ammonia (120 µL, 30% in water) was added to the resulting mixture and left to be stirred for 30 min. The precipitate that formed was filtered off, washed with water, and dried in air.
- (B)
- A total of 1 mmol of bromousnic acid 7 was dissolved in 35 mL of methanol. The corresponding acylthiourea 8a–e (1 mmol) was added to the solution. The solution was stirred for 1 h. Then, the solution was diluted with water, and the precipitate that formed was filtered, washed with water and dried in air.
Supplementary Materials
Author Contributions
Funding
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Filimonov, A.S.; Luzina, O.A.; Salakhutdinov, N.F. Synthesis of Novel Thiazoles Based on (+)-Usnic Acid. Molbank 2024, 2024, M1894. https://doi.org/10.3390/M1894
Filimonov AS, Luzina OA, Salakhutdinov NF. Synthesis of Novel Thiazoles Based on (+)-Usnic Acid. Molbank. 2024; 2024(4):M1894. https://doi.org/10.3390/M1894
Chicago/Turabian StyleFilimonov, Aleksandr S., Olga A. Luzina, and Nariman F. Salakhutdinov. 2024. "Synthesis of Novel Thiazoles Based on (+)-Usnic Acid" Molbank 2024, no. 4: M1894. https://doi.org/10.3390/M1894