Synthesis and characterization of some new 3-chlorobenzothiophenecarbonyl derivatives of benzimidozolylpyrazole

Vijendra kumar meena; Mridula Bhatnagar

Volume : VII, Issue : XI, November - 2017

Synthesis and characterization of some new 3-chlorobenzothiophenecarbonyl derivatives of benzimidozolylpyrazole

Vijendra Kumar Meena, Mridula Bhatnagar

Abstract :

In the present investigation, synthesis of 3–chlorobenzothiophenecarbonyl derivatives of benzimidozolylpyrazole. Nucleophilic aza substitution on isatoic anhydride with p–aminoacetophenone gave 3–(4–acetylphenyl) quinazoline–2,4–dione (I). This on Claisen condensation with various aromatic aldehydes (IIa–d) yields the corresponding 3–{4–[3–(4–substitutedphenyl) prop–2–enoyl]phenyl}quinazoline–2,4–dione (IIIa–d) derivatives.

This was condensed by 3–chloro–1–benzothiophene–2–carbonyl chloride to afford {3–[1–(3–chlorobenzo[b]thiophene–2–carbonyl)–1H–indole–3–yl]–4–chlorophenyl)prop–2–enoyl]phenyl}–quinazoline–2,4–dione (IVa–d). These compounds (IVa–d) were cyclized with phenyl hydrazine in ethanolic media to give final compound (Va–d). Structures of synthesized compounds have been assigned on the basis of their analytical and spectral data.