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Synthesis of some Heterocyclic Compounds Derived from 2-Chloro-N-p-Tolylacetamide
Author(s) -
Hanan G. Shaaban
Publication year - 2017
Publication title -
al-mustansiriyah journal of science
Language(s) - English
Resource type - Journals
eISSN - 2521-3520
pISSN - 1814-635X
DOI - 10.23851/mjs.v27i4.26
Subject(s) - chemistry , thiourea , chloride , heterocyclic compound , semicarbazide , medicinal chemistry , amine gas treating , organic chemistry , chloroacetyl chloride , acetyl chloride , catalysis
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.

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