F. M. Atta

Synthesis and Application of Some New Thienopyrimidine Derivatives as Antimicrobial Agents

Abstract The paper describes the synthesis of new ring system 5-phenylthieno[2,3-d]pyrimidine-4(3H)one (2). Chlorination of (2) with PCl5, POCl3 gave the corresponding 4-chloro derivative (4). Several derivatives of the latter compound have been synthesised and tested for antimicrobial activity.

SYNTHESIS AND REACTIONS OF SOME THIENOPYRIDINE DERIVATIVES

Abstract Substituted thieno[2,3-b]pyridines (VIII-XII) were prepared by ring closure of the corresponding S-alkylated derivatives (II-VI). Thieno[2,3-b]pyridine-2-carbohydrazide XIII was interacted with some reagents afforded the expected pyridothienopyrirnidines (XIV-XVI). Also, the carboazide XVII undergo Curtius rearrangement giving imidazolothienopyridine (XVIII). The carboxarnide derivatives (X-XII) interacted with CS2 giving pyridothienopyrirnidines (XX-XXII), while interaction with nitrous acid, pyridothienotriazines (XXIII-XXV) were produced.

SOME REACTIONS OF 3-AMINO-2-CARBOETHOXY-4,6-DIMETHYLTHIENO[2,3-b]-PYRIDINE. SYNTHESIS OF SOME NEW THIENOPYRIDOPYRIMIDINES

Abstract Thienopyridine oxazinone (1) has been prepared and explored as a precursor by its reaction with some reagents namely, ammonium acetate, aliphatic amines, aromatic amines, hydrazine hydrate, thiosemicarbazide, and ethyl glycinate to give pyridothienopyrimidines (11-VII). The pyrimidinone compound (11) was converted to the 4-chloro derivative (X) by its reaction with excess POCl3 Interaction of the 4-chlorocompound (X) with some reagents namely, hydrazine hydrate, methyl amine, aniline, sodium thiophenolate, ethyl glycinate, thiosemicarbazide and thiourea, yielded pyridothieno-pyrimidine derivatives (XI-XVII) substituted at 4-position, respectively.

Synthesis of new triphenodithiazine- and indolocarbazolediones of biological interest

Tetrabromo-p-benzoquinone reacted with excess aromatic amines to give 2,5-dirylamino-3,6-dibromo-p-benzoquinones. The latter molecules on heating with sodium sulfide in alcohol in the presence of air gave triphenodithiazinediones. Heating with copper powder in nitrobenzene transformed these compounds into the respective indolocarbazolediones. Comparative antimicrobial and antifungal activities of the studied compounds were determined and discussed.

Synthesis of new quinoxalinophenazinediones and tetrahydrobenzodipyrrolotetrones of biological interest

The reaction of two equivalents of sodium azide with diarylaminodibromo-p-benzoquinone (I) in DMF for 15–24 h produced quinoxalinophenazinediones together with a byproduct identified as diarylaminodiaminobenzoquinone. On the other hand, the reaction of bromanil with active methylenes, such as diethyl malonate and ethyl acetoacetate, resulted in disubstitution products which, on treatment with primary amines, cyclized into benzodipyrroletetrones. Comparative antifungal and antibacterial studies were made.