ISSN : 2663-2187

MICROWAVE ASSISTED SYNTHESIS OF 4-(SUBSTITUTED FLUORO-PHENYL)-SUBSTITUTED-6H-1-THIA-5,7,8,9A-TETRAAZA-CYCLOPENTA[E]AZULENES DERIVATIVES.

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Vikas R Bhosale, Valmik S Kapase, Vijay A Tarate, Sandip R Rathod, Yuvraj R Sable
» doi: 10.33472/AFJBS.6.14.2024.2489-2496

Abstract

We have synthesized 4-(substituted fluoro-phenyl)-substituted-6H-1-thia-5, 7, 8, 9a-tetraaza-cyclopenta[e]azulene derivatives using (2-Amino-5-substituted-thiophen-3-yl)-(substituted-fluoro-phenyl)-methanone and (1, 3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid with the help of microwave irradiation technique. Initially equimolar solution of (2-Amino-5-substituted-thiophen-3-yl)-(substituted-fluoro-phenyl)-methanone and (1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetic acid in DCM were reacted in presence of amide coupling agent T3P and triethyl amine catalyst in microwave at RT for 5-10 min. to form intermediate 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-[3-(fluoro-benzoyl)-5-substituted-thiophen-2-yl]-acetamide with 50-60 % of isolated yield. Compound2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-N-[3-(fluoro-benzoyl)-5-substituted-thiophen-2-yl]-acetamide were irradiated with excess of hydrazine hydrate and DMF in microwave at 80-90 OC for 50-60 min to afford compounds 7-substituted-5-phenyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one with isolated yield.

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