Synthesis of Some Novel 2‐Anilinothiophene, 2,3′‐Bithienyl and Thienylthiopyridine Derivatives Resistance to Penicillium Digitatum Effect the Fruit

Abstract

AbstractReaction of benzotriazol‐1‐yl acetone 1 with phenyl isothiocyanate followed with α‐chloroacetone or ethyl‐α‐chloroacetate afforded 2‐anilinothiophenes 3 or 4, respectively. Treatment of 3 with malononitrile at different reaction conditions afforded 6 or 7. Reaction of 1 with CS2 in DMF and phenacylbromide afforded S‐alkylated thiophene 10. Reactions of the latter compound with different active methylene nitriles afforded thienylthiopyridine derivatives 14 and 15. Condensation of 10 with hydrazine hydrate afforded hydrazon derivative 16. Reaction of thiophene 17 with formamide in DMF afforded 19 which converted to N‐thienylpyrimidine 20 when treated with malononitrile. The structure of the newly synthesized compounds has been established on the basis of their analytical and spectral data. The compounds were also investigated for antibacterial and antifungal activities.