Methyl 2-benzoylamino-3-dimethylaminopropenoate in the synthesis of heterocyclic systems. The synthesis of benzoyl- amino substituted 7H-pyrano[2,3-d]pyrimidine, 1H,6H-pyrano- [2,3-c]pyrazole and 2H-1-benzopyran derivatives†
TL;DR: In this article, a method for the preparation of condensed pyranones is presented. But the method is not suitable for the extraction of condensed Pyranone derivatives, such as barbituric acid derivatives, pyrazolones and resorcinol.
About: This article is published in Journal of Heterocyclic Chemistry.The article was published on 1989-09-01. It has received 28 citations till now. The article focuses on the topics: Barbituric acid & Pyrazolones.
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430 citations
TL;DR: In this article, a ready one-pot preparation for pyrano[2,3-d]pyrimidines from appropriately substituted pyran derivative and N,N-dimethyldichloromethyleniminium chloride was reported.
63 citations
57 citations
01 Jan 1996
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TL;DR: A series of new 1- and 2-substituted 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives and 1-subStituted 1,6-dihydro-4-methyl- 6-oxopyrano-3-acetic acids were synthesized and examined for their analgesic and antiinflammatory activities.
Abstract: A series of new 1- and 2-substituted 3,4-dimethylpyrano[2,3-c]pyrazol-6-one derivatives and 1-substituted 1,6-dihydro-4-methyl-6-oxopyrano[2,3-c]pyrazole-3-acetic acids were synthesized and examined for their analgesic and antiinflammatory activities. Most of these compounds showed more prominent analgesic activities than antiinflammatory activities, and this result was similar to that of aminopyrine. Among these compounds, 1,3,4-trimethylpyrano[2,3-c]pyrazol-6(1H)-one and 2,3,4-trimethylpyrano[2,3-c]pyrazol-6(2H)-one showed more potent analgesic activity than aminopyrine.
257 citations
01 Jan 1984
212 citations
179 citations
TL;DR: In this article, the chemistry and pharmacology and physicochemical properties of barbiturates, along with the tautomerism and solvation of the Barbituric acid ring are discussed.
Abstract: Publisher Summary This chapter provides information on the chemistry and pharmacology and physicochemical properties of barbiturates, along with the tautomerism and solvation of the barbituric acid ring. Barbituric acid exists in the solid state in the trioxo structure. NMR investigation of the oxo-hydroxy equilibrium indicates that only the oxo form is present in a solution in anhydrous DMSO. Several spectral properties of the barbituric acid are discussed using UV spectra, infrared and Raman spectroscopy, 1 H-NMR spectroscopy, 13 C-NMR spectroscopy, and mass spectrometry. In the crystalline state, barbiturates show several modes of intermolecular hydrogen bonding, which differ by the number of hydrogen bonds formed between the NH and CO groups. These hydrogen bonds are responsible for layer packing in the crystal lattice. Weak intermolecular van der Waals interactions of carbonyl groups are also responsible for the three-dimensional packing of the molecules in the crystal structure.
155 citations
01 Jan 1984
127 citations