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Volume : 27 Issue : 1 Year : 2019
 
Synthesis of Condensed 1,2,4-Triazolo-Heterocycles [Med J Islamic World Acad Sci]
Med J Islamic World Acad Sci. 1990; 3(3): 174-179

Synthesis of Condensed 1,2,4-Triazolo-Heterocycles

Mohammed A. E. Shaban1, Adel Z. Nasr1, Mamdouh A. M. Taha2
1From Department of Chemistry, Faculty of Science, Alexandria University, Alexandria, Egypt.
2From Department of Chemistry, Faculty of Education, Cairo University (Fayoum Branch), Egypt.

Cyclization of 2-hydrazino-1, 3-benzothiazole, 2-hydrozinoquioline, 2-hydrazinolepidine,
and 2-hydrazino-pyridine with one-carbon cyclizing agents such as triethyl orthoformate, ethyl chloroformate, urea, phenylthiourea, and carbon disulfide gave 3-substituted-1,2,4-triazolo (3,4, -b) 1, 3-benzothiazoles, 3-substituted-1,2,4-triazolo (4,3-a) quinolines, 3-substituted-1,2,4-triazolo (4,3-a) quinolines, 3-substituted-1,2,4-triazolo (4,3-a) lepidines and 3-substituted-1,2,4-triazolo (4,3-a) pyridines respectively. Reactions with acetic acid and acetic anhydride gave the corresponding acetyl hydrazines which were cyclized to the 3-methyl 1,2,4-triazolo-heterocyles. Ring closure with phenyl isocyanate and phenyl isothiocyanate, gave the intermediate 4-phenylsemicarbazides and 4-phenylthiosemicarbazides which, upon fusion, afforded the corresponding 3-oxo- and 3-thioxo-1,2,4-triazolo-heterocyles. The 3-oxo-compounds were also obtained when 2-chloroquinoloni or 2-chlorolepidine was fused with semicarbazide hydrochloride.

Keywords: Synthesis, amidrazones, triazolo-heterocycles.


Mohammed A. E. Shaban, Adel Z. Nasr, Mamdouh A. M. Taha. Synthesis of Condensed 1,2,4-Triazolo-Heterocycles. Med J Islamic World Acad Sci. 1990; 3(3): 174-179

Corresponding Author: Mohammed A. E. Shaban, Egypt


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