Paper
3-(4-Thiocarbamoyl-1,2,3-triazol-1-yl)benzo-15-crown-5: synthesis and properties
Published Oct 21, 2010 · P. Prokhorova, T. Glukhareva, L. V. Dyudya
Russian Chemical Bulletin
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Abstract
A reaction of 1,2,3-thiadiazole-4-carbaldehyde with 3-aminobenzo-15-crown-5 involves the Cornforth rearrangement of the 1,2,3-thiadiazole ring, which leads to 1,2,3-triazole-4-carbothioamide containing the benzocrown ether substituent in position 1 of the triazole ring. Reversible formation of the isomeric thiadiazole occurs in aprotic nonpolar solvents such as deuterated chloroform. These compounds are suitable for extraction of α-amino acids from an aqueous phase.
This study presents a novel method for synthesizing 1,2,3-triazole-4-carbothioamide, a useful compound for extracting -amino acids from aqueous phases.
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