Reactions of 6-Acetyl-4-methyl-5-(1-pyrrolyl)-2-phenylthieno- [2,3-d]pyrimidine in Heterocyclic Synthesis: Convenient Route to Some Schiff's Bases, Chalcones, Pyridines, Pyridin-2(1H)-ones and 2H-Pyran-2-one Derivatives Incorporating a 5-(1-Pyrrolyl)-2-ph

Ho, Yuh-Wen; Yao, Weihua

doi:10.1002/jccs.200500048

Cited by 7 publications

(2 citation statements)

References 28 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…After cooling to the room temperature. Water was added to the reaction mixture, and the solid materials were then filtered off, washed with water, dried and recrystallized from ethanol as described in Table 2 [23].…”

Section: General Procedures For the Preparation Of O-acetyl Oxime Der...mentioning

confidence: 99%

Synthesis of a Series of α, β-Unsaturated Ketoximes and their Corresponding Acetate Esters

Jihad

Alkazzaz²

2022

Iraqi Journal of Science

View full text Add to dashboard Cite

A series of 1,3-diarylprop-2-en-1-one oximes (7-12) were synthesized via reaction of 1,3-diarylprop-2-en-1-one (1-6) with NH2OH. HCl in dry pyridine. In order to produce the required products (13-18) as anti-isomers, these products (7–12) were then treated with acetic anhydride in dry pyridine. Different substitutes are maintained, resulting in the separation of different products in different yields The recently produced esters are thought to be useful as building blocks for the synthesis of substituted pyridines and many other nitrogen-holding complexes, which are elaborate structures in medicinal chemistry and present in a variety of pharmaceutical medications. The synthesized products were characterized and their structural details were clarified using 1H NMR spectroscopy of a representative one sample ester and oxime, (FT-IR, UV) investigations, and melting point analysis. Besides the elemental micro analysis (C, H, N) of the same samples, the suggested mechanisms for these reactions were investigated according to these calculations.

show abstract

Section: General Procedures For the Preparation Of O-acetyl Oxime Der...mentioning

confidence: 99%

Synthesis of a Series of α, β-Unsaturated Ketoximes and their Corresponding Acetate Esters

Jihad

Alkazzaz²

2022

Iraqi Journal of Science

View full text Add to dashboard Cite

show abstract

“…e course of our researches was devoted to the development of new classes of pyrimidines substituted at position-6 with different fused heterocycles moiety in the hope that they may be biologically active. In preceding papers [23][24][25] we have described the synthesis of a series of novel 5-(1-pyrrolyl)-4-methyl-2-phenylthieno [2,3-d]pyrimidine derivatives containing chalcones, pyridines, pyridin-2(1H)-ones, 2Hpyran-2-one, pyrazoles, pyrimidines imidazolpyrimidines, pyrazolopyrimidines, and 1,3,4-oxadiazoles moiety. In continuation of our studies, we report herein the use of thioxopyrimidine 1 for the synthesis of various N-cycloalkanes, morpholine, piperazines, pyridines, pyrazole, pyrimidine, benzimidazolo[1,5-a]pyrimidine, 1,2,3,4-tetrazolo [1,5-a]pyrimidine, azopyrazolo [1,5-a]pyrimidine, and pyrimido[4 ′ ,5 ′ :3,4]pyrazolo [1,5-a]pyrimidine incorporating a (thio)pyrimidine moiety.…”

Section: Introductionmentioning

confidence: 99%

Thioxopyrimidine in Heterocyclic Synthesis I: Synthesis of Some Novel 6‐(Heteroatom‐substituted)‐(thio)pyrimidine Derivatives

Ho¹,

Suen²

2012

Journal of Chemistry

Self Cite

View full text Add to dashboard Cite

A series of novel N-cycloalkanes, morpholine, piperazines, pyrazole, pyrimidine, benzimidazolo[1,2-a]pyrimidine, 1,2,3,4-tetrazolo[1,5-a]pyrimidine, azopyrazolo[1,5- a]pyrimidine, pyrimido[4', 5':3,4]pyrazolo[1,5-a]pyrimidines and pyridine derivatives incorporating a 5-cyano-4-methyl-2-phenyl-(thio)pyrimidine moiety were obtained by the intramolecular cyclization of 6-methylthio-pyrimidine, 6-(benzoylmethyl)thio- pyrimidine and 2-[(5-cyano-4-methyl-2-phenylpyrimidin-6-yl)thio]-3-dimethyl- amino-1-phenyl-prop-2-en-1-one with appropriate amines and enaminone compounds, respectively. The structure of all new synthesized compounds was established from their spectral data, elemental analysis and the X-ray crystal analysis.

show abstract

5‐(1‐Pyrrolyl)‐2‐Phenylthieno[2,3‐d]Pyrimidine as Building Block in Heterocyclic Synthesis: Novel Synthesis of Some Pyrazoles, Pyrimidines, Imidazo[1,2‐a]Pyrimidines, Pyrazolo[1,5‐a]Pyrimidines, Pyrido‐(Pyrimido)Pyrazolo[1,5‐a]Pyrimidines, 1,2,4‐Triazolo[1,5‐a]Pyrimidine and a 1,2,3,4‐Tetrazolo[1,5‐a]Pyrimidine Derivative

2007

J Chinese Chemical Soc

View full text Add to dashboard Cite

Treatment of enaminone derivative 6-(3-dimethylamino-acryloyl)-5-(1-pyrrolyl)-4-methyl-2-phenylthieno[2,3-d]pyrimidine 1 with appropriate hydrazine compounds 2a,b in refluxing ethanol afforded the corresponding 6-(1-substituted-pyrazol-5-yl)-2-phenylthieno[2,3-d]pyrimidines 3a,b. Cyclization of enaminone derivative 1 with appropriate guanidine compounds 13a-c in the presence of a basic catalyst yields the corresponding 6-(2-substituted-pyrmidin-6-yl)-2-phenylthieno[2,3-d]pyrimidines 15a-c. The compound 15c can be cyclized with appropriate a-halogenocarbonyl compounds 16a-d to afford the corresponding 6-(2-substituted-imidazo[1,2-a]pyrimidin-7-yl)-2-phenylthieno[2,3-d]pyrimidines 17a-d. On the other hand, the pyrazolo[1,5-a]pyrimidines 20a-c, pyrido(pyrimido)[2,3:4,3]pyrazolo[1,5-a]pyrimidines 22a-c, pyrido[4,5:4,3]pyrazolo[1,5-a]pyrimidine 24, 1,2,4-triazolo[1,5-a]pyrimidine 26a, and 1,2,3,4-tetrazolo[1,5-a]pyrimidine derivative 26b were also obtained by the intramolecular cyclization of enaminone derivative 1 with appropriate 5(3)-amino-pyrazole derivatives 18a-c, 21a-c, 23, 3-amino-1,2,4-triazole 25a and 5-amino-1H-tetrazole 25b under acid conditions, respectively.

show abstract

Reactions of 6-Acetyl-4-methyl-5-(1-pyrrolyl)-2-phenylthieno- [2,3-d]pyrimidine in Heterocyclic Synthesis: Convenient Route to Some Schiff's Bases, Chalcones, Pyridines, Pyridin-2(1H)-ones and 2H-Pyran-2-one Derivatives Incorporating a 5-(1-Pyrrolyl)-2-ph

Cited by 7 publications

References 28 publications

Synthesis of a Series of α, β-Unsaturated Ketoximes and their Corresponding Acetate Esters

Synthesis of a Series of α, β-Unsaturated Ketoximes and their Corresponding Acetate Esters

Thioxopyrimidine in Heterocyclic Synthesis I: Synthesis of Some Novel 6‐(Heteroatom‐substituted)‐(thio)pyrimidine Derivatives

Contact Info

Product

Resources

About