Synthesis of bactericides via carbon nucleophilic addition on 1,3- diarylprop-2-enones as Michael acceptors

Salem, Mounir A.I.; Hassan M. F. Madkour; Soliman, El Sayed A.; Mahmoud, Naglaa F.H.;

Abstract


Treatment of α,β-unsaturated ketones (I) with malononitrile in presence of ammonium acetate afforded 2-amino-4,6-diarylnicotinonitriles (II) which reacted with aq. alc. KOH, CS2 (pyridine), CS2 (EtOH/NaOH), phenyl isothiocyanate and guanidine hydrochloride to yield the corresponding heterocyclic products (III-VII) respectively. When I was allowed to react with cyanoacetanilide, ethyl chloroacetate, benzyl cyanide, 4- chlorobenzaldehyde and potassium cyanide, it gave the Michael adducts (VIII- XII). Fusion of XIb with hydrazine hydrate afforded XIII whereas treatment of XIb with hydrazine hydrate and/or hydroxylamine hydrochloride gave XIVa and b respectively. The evaluation of the minimal inhibitory concentration (MIC) of some of the synthesized compounds was carried out.


Other data

Title Synthesis of bactericides via carbon nucleophilic addition on 1,3- diarylprop-2-enones as Michael acceptors
Authors Salem, Mounir A.I.; Hassan M. F. Madkour ; Soliman, El Sayed A.; Mahmoud, Naglaa F.H.
Issue Date 1-May-2000
Journal Heterocycles 
Volume 53
Issue 5
Start page 1129
End page 1143
ISSN 03855414
DOI 10.3987/com-98-8232
Scopus ID 2-s2.0-0034193695

Recommend this item

Similar Items from Core Recommender Database

Google ScholarTM

Check

Citations 33 in scopus
views 19 in Shams Scholar


Items in Ain Shams Scholar are protected by copyright, with all rights reserved, unless otherwise indicated.