14401-91-3Relevant articles and documents
Synthesis of 2-Phosphaindolizine and [1,3]Azaphospholo[1,5-a]quinoline
Hettstedt, Christina,Mayer, Robert J.,Martens, J?rn F.,Linert, Sarah,Karaghiosoff, Konstantin
, p. 726 - 735 (2016)
The reaction of (chloromethyl)dichlorophosphine (1) with 2-[(trimethylsilyl)methyl]pyridine (6) and 2-[(trimethylsilyl)methyl]quinoline (12) in THF affords unsubstituted parent 2-phosphaindolizine (5) and [1,3]azaphospholo[1,5-a]quinoline (7). Multinuclear low-temperature NMR spectroscopy was used to investigate the reaction mechanism; a cascade of substitution and cyclization steps involving transient picolylphosphines and phosphorus heterocycles was identified. The molecular and crystal structures of two heterocyclic intermediates and of 7 were determined by single-crystal X-ray diffraction. Moreover, all intermediates and products were characterized by multinuclear 1H, 13C and 31P NMR spectroscopy.
2-methylpyridinium 2,6-dioxo-5-(2,4,6-trinitrophenyl)-1,2,3,6- tetrahydropyrimidin-4-olate: Synthesis, characterization, single crystal X-ray analysis and evaluation of anticonvulsant/hypnotic activity and toxicity effects
Buvaneswari,Kalaivani
, p. 561 - 567 (2013)
A new type of barbiturate (a pyrimidine derivative) has been prepared through one pot synthesis from the ethanolic solution of 1-chloro-2,4,6- trinitrobenzene, barbituric acid and 2-methylpyridine. The mechanism of the formation of the reported barbiturate involves an intermediate sigma complex formation and proton abstraction reactions. The structure of the title barbiturate has been identified from UV-Vis, FT-IR, 1H NMR, 13C NMR and elemental analysis data. Single crystal XRD studies further confirm the formation of the reported barbiturate. The anticonvulsant activity of the synthesized barbiturate has been tested by Maximal Electro Shock method on albino rats. The title barbiturate showed notable anticonvulsant activity even at low concentration (dose, 25 mg/kg). It also induces hypnosis in albino mice (dose, 100 mg/kg) for a duration of 47 min. Acute toxicity studies on albino mice indicate that LD50 value is >1,500 mg/kg and the animals do not show any behavioral changes. Graphical Abstract: Figure 1 ORTEP view of 2-Methylpyridinium 2,6-dioxo-5-(2,4,6-trinitrophenyl)-1,2,3,6- tetrahydropyrimidin-4-olate. [Figure not available: see fulltext.]