Acryloyl isothiocyanate skeleton as a precursor for synthesis of some novel pyrimidine, triazole, triazepine, thiadiazolopyrimidine and acylthiourea derivatives as antioxidant agents
El-Badawy, AA; Elgubbi, AS; El-Helw, EAE;
Abstract
The reactions of 2-cyano-3-pyrazolylpropenoyl isothiocyanate derivative 2 with some mono- and bidentate nucleophiles namely, dodecan-1-amine, 6-aminothiouracil, hydrazine, phenylhydrazine, phenylurea, semicarbazide, and thiosemicarbazide, in addition to some derivatives of hydrazides, have been investigated to obtain some valuable heterocyclic skeletons gathering with a pyrazole core, viz. pyrimidine, triazole, triazepine, thiadiazolopyrimidine as well as acylthiourea derivatives. Hydrazinolysis of 2 was found to provide a mixture of thiosemicarbazide, diheterylazine, and triazepine derivatives. Treatment of 2 with phenylhydrazine was mainly dependent on the reaction conditions to produce a mixture of pyrimidinethione and triazole derivatives at room temperature or the triazepine derivative at heating conditions. The antioxidant activity screening of these compounds disclosed that pyrimidinethione derivatives 9 and 13 exhibited the most potency.
Other data
Title | Acryloyl isothiocyanate skeleton as a precursor for synthesis of some novel pyrimidine, triazole, triazepine, thiadiazolopyrimidine and acylthiourea derivatives as antioxidant agents | Authors | El-Badawy, AA; Elgubbi, AS; El-Helw, EAE | Keywords | Isothiocyanate;thiadiazolopyrimidine;propenoyl chloride;acylthioureas; antioxidant | Issue Date | 2021 | Publisher | TAYLOR & FRANCIS LTD | Journal | JOURNAL OF SULFUR CHEMISTRY | Volume | 42 | Issue | 3 | Start page | 295 | End page | 307 | ISSN | 1741-5993 | DOI | 10.1080/17415993.2021.1878170 | Scopus ID | 2-s2.0-85100017380 | Web of science ID | WOS:000612450100001 |
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