The effect of electron withdrawing croups on the stability of thiabenzenes

The reactions of p-trifluoromethylphenyllithium with 2,4,6-triarylthiopyrylium perehlorates (Ar = Ph, p-CH₃OC₆H₄, p-NMe₂C₆H₄) have been studied. The initially formed thiabenzenes were not slable enough to he isolated and rearranged readily to their corresponding 4-(p-tri-fluoromethylphenyl)-2,4,6-triarylthiopyrans. The instability of the intermediate thiabenzenes reveals that, in contrast to the stabilization effect of the electron-withdrawing p-chloro- and pentalluorophcnyl groups attached to carbon atoms in sulfur ring, the electron-withdrawing p-lrilluoromethyl group on subsliluenls attached to sulfur decreases the stability of thiabenzenes.     

Square-wave voltammetric (SWV) determination of Captopril in reconstituted serum and pharmaceutical formulations

A simple, fast and sensitive square-wave voltammetric (SWV) method for the determination of trace amounts of Captopril in pharmaceutical formulation and reconstituted serum is reported. A three-electrode system containing the static mercury drop electrode (SMDE) working electrode, Pt auxiliary electrode and Ag/AgCl reference electrode was used throughout. Sodium sulfite was used as both supporting electrolyte and oxygen removing agent. No nitrogen purging is needed for oxygen removal from sample solution. Calibration graph showed good linearity in the concentration range of 0.5-50.0 μg mL⁻¹ of Captopril and regression coefficient of 0.9957 is obtained. R.S.D. for eight replicate measurements and LOD of the proposed method are 1.2% and 6.28 × 10⁻³ μg mL⁻¹, respectively. The effect of various parameters (equilibration time, scan increment, pulse height, drop size, frequency and sodium sulfite concentration) on the determination were investigated. The procedure was successfully applied to the determination of Captopril in pharmaceutical formulation and reconstituted serum.     

Synthesis of new 4(3H)-quinazolinone derivatives using 5(4H)-oxazolones

New derivatives of 5(4H)-quinazolinone containing 2-imidazolin-5-one rings have been prepared from 5(4H)-oxazolone derivatives.     

Effects of electron‐withdrawing group on the photoisomerization of tetraaryl‐4H‐thiopyran‐1,1‐dioxides

Syntheses and photoisomerization of the new sulfone derivatives, 4,4‐di (p‐trifluoromethylphenyl)‐2,6‐diphenyl‐4H‐thiopyran‐1, 1‐dioxide and 4‐(p‐trifluoromethylphenyl)‐2,4,6‐triphenyl‐4H‐thiopyran‐1,1‐dioxide, have been investigated. The relative molar ratios of the photoproducts are compared with those of 2,4,4,6‐tetraphenyl‐4H‐thiopyran‐1,1‐dioxide as well as electron‐donating substituted 4‐methyl‐2,4,6‐triaryl‐4H‐thiopyran‐1,1‐dioxides as model compounds under identical experimental conditions using ¹H NMR spectroscopy. The results observed are discussed on the basis of a triplet excited state di‐π‐methane rearrangement. © 2008 Wiley Periodicals, Inc. Heteroatom Chem 19:557–561, 2008; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20455