Synthesis of some Heterocyclic Compounds Derived from 2-Chloro-N-p-Tolylacetamide

Hanan Gh Shaaban

Abstract


This research includes preparation of (2-chloro-N-p-tolylacetamide) (1) from the reaction of (p-aminotoluene) with chloro acetyl chloride. Compound (1) reacted with thiosemi carbazide and gave compound (2), and when compound (1) reacted with semicarbazide gave compound (3). While when compound (1) reacted with thiourea it produced compound (4).

Compounds (2-4) when reacted with appropriate aromatic aldehydes or ketones produced Shiff bass (5-16), which in turn reacted with chloro acetyl chloride in the present of tri ethyl amine and dioxin gave β-lactam derivatives (14-22). The structures of these compounds were characterized from their melting points, FT-IR, and NMR.

 


Keywords


Hetroylic, p-aminotoluene, aromaticaldehydes,Sshiff bass, β-lactam

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DOI: http://dx.doi.org/10.23851/mjs.v27i4.26

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