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Molecules 2000, 5(6), 835-850; doi:10.3390/50600835

Synthesis of Polynuclear Heterocyclic Compounds Derived from Thieno[2,3-d]pyrimidine Derivatives

Photochemistry Department, National Research Center, Cairo, Egypt
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Received: 2 August 1999 / Revised: 6 June 2000 / Accepted: 13 June 2000 / Published: 25 June 2000
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Abstract

Reaction of 2-hydrazino-3-methyl-3,4-dihydrothieno[2,3-d]pyrimidin-4-one derivatives 2a,b with aliphatic acids afforded the thienotriazolopyrimidinone derivatives 3a-d, with nitrous acid yielded tetrazolothienopyrimidinone derivatives 4a,b and with carbon disulphide furnished 3-mercaptothienotriazolopyrimidinone derivatives 5a,b. Also, 2a,b reacted with aldehydes to afford the arylhydrazones 6a-f which cyclized into thienotriazolopyrimidinone derivatives 7a-f. Furthermore, 2a,b condensed with ethyl acetoacetate and ethyl cyanoacetate to afford 2-(1-pyrazolyl) derivatives 9a,b and 10a,b, respectively. On the other hand, 2-hydrazino derivatives 2a,b condensed with a-halo-ketones to yield thienpyrimidotriazinone derivatives 11a,b and with β-diketones, to form 2-(1-pyrazolyl) derivatives 12a-f.
Keywords: Pyrimidines; a-haloketones; b-diketones; b-ketoesters; aliphatic acids; NMR spectra Pyrimidines; a-haloketones; b-diketones; b-ketoesters; aliphatic acids; NMR spectra
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

El-Gazzar, A.B.; Hassan, N.A. Synthesis of Polynuclear Heterocyclic Compounds Derived from Thieno[2,3-d]pyrimidine Derivatives. Molecules 2000, 5, 835-850.

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