Affiliation:
1. Department of Chemistry, Faculty of Science, Assiut University, Assiut, 71516, Egypt
2. Department of Chemistry, College of Science,
Taif University, P.O. Box 11099 Taif, 21944, Saudi Arabia
Abstract
Background:
This paper showed the synthetic capability of the indolo[2,3-b]quinoxaline nucleus to be provided as an excellent precursor for the synthesis of various heterocyclic compounds. These synthetic routes proceed via the formation of 3-(6H-indolo[2,3-b]quinoxalin-6-yl) propane hydrazide (2). The carbohydrazide 2 and its reactions with different reagents give five and six-membered rings, such as 1,3,4-thiadiazole, 1,3,4-oxadiazole, 1,2,4-triazole, and 1,2,4-triazine.
Methods:
All chemicals used in the current study were of analytical grade. Melting points were determined using an APP Digital ST 15 melting point apparatus and were uncorrected. FT-IR spectra were recorded on a Pye-Unicam SP3-100 and Shimadzu-408 spectrophotometers in KBr pellets and given in (cm-1) KBr. The NMR spec-tra were detected by a Bruker AV-400 spectrometer (400 MHz for 1H, 100 MHz for 13C and 40.55 MHz for 15N), Institute of Organic Chemistry, Karlsruhe, Germany. Chemical shifts were expressed as δ (ppm) with TMS as an internal reference. Mass spectrometry was provided on a Varian MAT 312 instrument in EI mode (70 eV).
Results:
The target compounds were obtained, and their structures were completely elucidated by various spec-tral and elemental analyses (Ft-IR, 1H-NMR, 13C-NMR, and mass spectrometry).
Conclusion:
The current work showed a view of the reactivity of the carbohydrazide group. The carbohydrazide 2 was obtained from the hydrazinolysis of carboethoxy compound 1 and exploited as a key intermediate to syn-thesize heterocyclic compounds with different rings.
Funder
Taif University Researchers Supporting Project
Publisher
Bentham Science Publishers Ltd.
Subject
Organic Chemistry,Biochemistry
Cited by
1 articles.
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