Synthesis of condensed derivatives of 2-substituted thieno[2,3-d]pyrimidin-4-ones

Kazaryan, S. G.; Noravyan, A. S.; Gevorkyan, G. A.

doi:10.1007/bf02252109

Cited by 2 publications

(1 citation statement)

References 3 publications

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“…The ortho amino ester of thiophenes (1a, b) were prepared by following the reported procedures. 9,10) Although various synthetic procedures are available for the synthesis of thieno[2,3-d]pyrimidines, [11][12][13][14][15][16][17][18][19] no efforts were made to synthesize this moiety utilizing microwaves. Hence we are herewith reporting the synthesis of 2-substituted 5,6,7-trihydrocyclopenta/5,6,7,8,9-pentahydrocyclohepta[b]thieno[2,3d]pyrimidines (2a-h) by a novel, microwave assisted solvent free, synthetic route in which starting material 1a, b was irradiated with various equimolar quantities of aryl/alkyl nitriles in presence 10% potassium tertiary butoxide in a microwave oven at 120°C (CEM, Discover) for 40 to 45 s. The resulting reaction mixture was added onto crushed ice and neutralized with 5% hydrochloric acid to yield the target compounds 2a-h in good yields.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Antibacterial Activity of Some Novel Triazolothienopyrimidines

Mailavaram

Prashanth

Shilpa

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

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A novel series of some novel 5-substituted-1,2,4-triazolo[4,3-c]8,9,10-trihydrocyclopenta/8,9,10,11,12-pentahydrocyclohepta[b]thieno[3,2-e]pyrimidin-3-thiones has been synthesized. The intermediates 4-chloro-2-substituted-5,6,7-trihydrocyclopenta/5,6,7,8,9-pentahydrocyclohepta[b]thieno[2,3-d]pyrimidines were prepared by warming 2-substituted-5,6,7-trihydrocyclopenta/5,6,7,8,9-pentahydrocyclohepta[b]thieno[2,3-d]pyrimidin-4[3H]-ones with oxalyl chloride. Thieno[2,3-d]pyrimidin-4[3H]-ones were prepared by a novel, microwave assisted, solvent free, synthetic route under basic conditions hitherto unreported in the literature from ortho amino ester of thiophene. The chloro derivatives, without further purification, were hydrazinated to yield 2-substituted-4-hydrazino-5,6,7-trihydrocyclopenta/5,6,7,8,9-pentahydrocyclohepta[b]thieno[2,3-d]pyrimidines. These compounds were cyclized with carbon disulphide to give the title compounds in quantitative yields. The final compounds were screened for antibacterial activity by Kirby Bauer's method using ampicillin as the standard against various gram positive and gram negative bacteria. All the compounds showed antibacterial activity comparable with the standard.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Antibacterial Activity of Some Novel Triazolothienopyrimidines

Mailavaram

Prashanth

Shilpa

et al. 2007

CHEMICAL & PHARMACEUTICAL BULLETIN

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ChemInform Abstract: Synthesis of Condensed Derivatives of 2‐Substituted Thieno[2,3‐d]pyrimidin‐4‐ones.

2000

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Synthesis of Condensed Derivatives of 2-Substituted Thieno [2,3d]pyrimidin-4-ones.-A new and simple preparative method for the synthesis of novel 2-substituted thienopyrimidines (V) (18 examples), compounds exhibiting a wide spectrum of biological activity, based on the condensation of 2-acylamino-3-ethoxycarbonylthiophenes [cf. (III)] with hydrazine and subsequent N-deamination is described. A possible reaction mechanism is considered. -(KAZARYAN, S. G.; NORAVYAN, A. S.; GEVORKYAN, G.

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Synthesis of condensed derivatives of 2-substituted thieno[2,3-d]pyrimidin-4-ones

Cited by 2 publications

References 3 publications

Synthesis and Antibacterial Activity of Some Novel Triazolothienopyrimidines

Synthesis and Antibacterial Activity of Some Novel Triazolothienopyrimidines

ChemInform Abstract: Synthesis of Condensed Derivatives of 2‐Substituted Thieno[2,3‐d]pyrimidin‐4‐ones.

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