150160-31-9

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 67-52-7 BARBITURIC ACID 
• 2051-07-2 1,5-bis-(4-methoxyphenyl)-1,4-pentadien-3-one 
• 2051-07-2 bis(p-methoxybenzylidene)acetone 

Downstream Products

• 181520-27-4 7,11-Bis-(4-methoxy-phenyl)-2,4-diaza-spiro[5.5]undecane-1,3,5,9-tetraone 9-oxime 
• 272447-24-2 3-[7,11-bis-(4-methoxy-phenyl)-1,3,5-trioxo-2,4-diaza-spiro[5.5]undec-8-en-9-ylsulfanyl]-propionic acid 
• 1186098-33-8 C₃₉H₃₄N₂O₈ 
• 1186098-32-7 C₃₇H₃₀N₂O₆ 
• 1186098-35-0 C₃₇H₂₈N₄O₁₀ 
• 1186098-34-9 C₃₇H₂₈Cl₂N₂O₆ 
• 272447-49-1 C₂₇H₂₇N₅O₆S 
• 272447-45-7 C₂₆H₂₅N₅O₆S 
• 272447-39-9 C₂₆H₂₄N₂O₆S 
• 272447-32-2 C₂₅H₂₂N₂O₆S 
• 272447-16-2 [7,11-bis-(4-methoxy-phenyl)-1,3,5-trioxo-2,4-diaza-spiro[5.5]undec-8-en-9-ylsulfanyl]-acetic acid 

Relevant academic research and scientific papers

New spiro (thio) barbiturates based on cyclohexanone and bicyclo [3.1.1]heptan-6-one by nonconcerted [1+5] cyclo addition reaction and their conformational structures

Crossed-aldol condensation reaction of aromatic aldehydes with ketones such as; acetone and cyclohexanone leads to the efficient formation of cross conjugated α,β-unsaturated ketones in excellent yield. The intermolecular and then intramolecular Michael addition reaction of α,β-unsaturated ketones derived from acetone and cyclohexanone with (thio)barbituric acids lead to synthesis new type of 7,11-diaryl-2,4-diazaspiro[5.5]undecane-1,3,5,9-tetraone and 2,4-diaryl-1'H-spiro[bicyclo[3.3.l]nonane-3,5'-pyrimidine]-2',4',6',9(3'H)-tetraone, respectively in good yield. Structure elucidation is carried out by 1H NMR, 13C NMR, FT-IR, UV-Visible, mass spectroscopy and X-ray crystallography techniques. A possible mechanism of the formation is discussed. The structural conformation also demonstrated by coupling constants derived from dihedral angles between vicinal and geminal protons. The 1H NMR spectra of NH protons of spiro compounds derived from barbituric acid show a broad singlet peak instead, these protons in the spiro compounds derived from thiobarbituric acid show two distinct peaks.

Studies on spiroheterocycles, Part III: Synthesis of diazaspiroundecanetetraone derivatives containing biologically active heterocycles

Barbituric acid 2 upon Michael addition with dibenzal acetones 1a-c afforded the corresponding diazaspiro derivatives 3a-c. The base-catalyzed condensation of 3a-c with various aromatic aldehydes produces diarylidine derivatives 4a-l. The diarylidene compounds 4a-l on condensation with hydrazine, phenyl hydrazine, hydroxylamine, urea, guanidine carbonate, and hydrazine hydrate with acetic acid afforded their respective in situ oxidized products 5, 6, 7, 8, 9, and 10. The structures of the compounds are ascertained from their analytical and spectral data. Some of the compounds are screened for their biological activities against E. coli, B. cirroflagellosus, A. niger, and C. albicans.

Synthesis and anticonvulsant activity of some spiro compounds derived from barbituric and thiobarbituric acids: Part I

Divinyl ketones (1), prepared by the condensation of acetone with the appropriate aromatic aldehydes, on Michael addition with barbituric and thiobarbituric acids afford the desired spiro compounds (2a-j). The ketoximes (3a-j) obtained from 2a-j on Beckmann transformation by treatment with PCl5 furnish the spiro azepines (4a-j). Alkylation of some of the compounds 2 afford the anticipated N-substituted products (5a-i). Preliminary pharmacological screening of some of the new compounds reveal their anticonvulsant activity.