NEW APPROACHES ON THE SYNTHESIS OF AZOLES, AZINES, THIOPHENES AND THEIR FUSED DERIVATIVES
SAMAR MOHAMED SAMI SHARAF;
Abstract
The reaction of 1 with 2 in an oil bath at 140°C gave two products each with the molecular formula C 14H 16N2 S03 . Their separation was based on the greater solubility of one of them over the other in ethanol. The
ethanol soluble product was identified to be compound 3 based on analytical and spectral data.
The ethanol insoluble product (low yield) was identified to be the tetrahydrobenzo[b]thieno[5,4:2,3]-pyridine derivative 4. Compound 3
showed interesting reactivity towards a variety of chemical reagents. Thus,
0
it reacted with benzenediazonium chloride at 0 C to give the
corresponding hydrazo derivative 5. The latter reacted with hydrazine hydrate to give the 5-hydroxy-l ,2,3-triazole derivative 6. The structure of compound 6 was based on analytical and spectral data. The reaction of compound 3 with benzaldehyde gave the benzal derivative 7. The latter reacted with hydrazine hydrate and phenylhydrazine to give the 3- hydroxypyrazole derivatives 8a and 8b, respectively. The reaction of 3 with salicylaldehyde gave the coumarin derivative 9, the formation of which took place through first a condensation followed by ethanol elimination.
ethanol soluble product was identified to be compound 3 based on analytical and spectral data.
The ethanol insoluble product (low yield) was identified to be the tetrahydrobenzo[b]thieno[5,4:2,3]-pyridine derivative 4. Compound 3
showed interesting reactivity towards a variety of chemical reagents. Thus,
0
it reacted with benzenediazonium chloride at 0 C to give the
corresponding hydrazo derivative 5. The latter reacted with hydrazine hydrate to give the 5-hydroxy-l ,2,3-triazole derivative 6. The structure of compound 6 was based on analytical and spectral data. The reaction of compound 3 with benzaldehyde gave the benzal derivative 7. The latter reacted with hydrazine hydrate and phenylhydrazine to give the 3- hydroxypyrazole derivatives 8a and 8b, respectively. The reaction of 3 with salicylaldehyde gave the coumarin derivative 9, the formation of which took place through first a condensation followed by ethanol elimination.
Other data
| Title | NEW APPROACHES ON THE SYNTHESIS OF AZOLES, AZINES, THIOPHENES AND THEIR FUSED DERIVATIVES | Other Titles | اتجاهات جديدة لتشييد الزوت الازوت والازينات والثيوفينات ومشتقاتها الملتحمة | Authors | SAMAR MOHAMED SAMI SHARAF | Issue Date | 2001 |
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