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Title: Novel Synthesis and Antimicrobial Evaluation of S-containing Heterocyclic Derivatives from 2,6-Bis (furan-2-ylmethylidene)cyclohexanone
Authors: Alkubaisi Hameed M
Keywords: 2-Cyanoethanethioamide, 2-Thioxohexahydroquinoline- 3-carbonitrile, tetrahydrothieno-quinolin -3-amine and pyrimidothienoquinolines
Issue Date: 2019
Publisher: Research Journal of Chemistry and Environment
Abstract: 2,6 - Bis (furan - 2- ylmethylidene) cyclohexanone 1 reacted with 2-cyanoethanethioamide 2 to give the corresponding 4-(furan-2-yl)-8-(furan-2-ylmethy lidene)-2-thioxo-1, 2, 5, 6, 7, 8-hexahydro-quinoline-3- carbonitrile 4. The synthetic potentiality of compound 4 was investigated in the present study via its reactions with several active-hydrogen containing compounds 5a-g aiming to synthesize 4-(furan-2-yl)-8-(furan-2- ylmethylidene)-5,6,7,8-tetrahydrothieno[2,3-b ]quinolin-3-amine derivatives 8a-g. Tetrahydrothieno[2,3-b]quinolin-3-amine derivatives 8a-d were used as good synthones for the preparation of tetrahydropyrimidothienoquinolines-4(3H)-one 11, 12a,b, 13a,b, 14, 23 and 26a,b. 3- Aminothienoquinoline-2-carbohydrazide derivative 15 which was used to prepare 2-(5-N-phenylamino-1,3,4- oxadiazol-2-yl)-5,6,7,8-tetrahydro-thieno[2,3-b] quinolin-3-amine 16, N'-arylmethylene-5,6,7,8- tetrahydrothieno[2,3-b]quinoline-2-carbohydrazides 19a,b, 2- (pyrazol-1-yl)carbonylthieno[2,3-b]quinolin- 3-amine derivative 21 and 1- acetyl pyrazolothienoquinoline-3-one derivative 28. Structures of the newly obtained heterocyclic compounds were established by taking the data of IR, 1H NMR, mass spectra as well as that of elemental analyses into consideration. Antimicrobial evaluation of all newly obtained heterocyclic compounds was investigated.
Appears in Collections:البحوث العلمية

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