Thiation with Phosphorus Pentasulfide in Pyridine Solution

Inhibitors of the Hill reaction

“…4-Chloro-and 3,4-dichloroanilides of thiopropionic acid were prepared by treating the corresponding oxygen anilides with P.S5 (9). The solubility of the thioanilides in dilute KOH was used to facilitate their isolation.…”

Axially dissymmetric N‐thioacylated (S)‐(–)‐1,1′‐binaphthyl‐2,2′‐diamine ligands for copper‐catalyzed asymmetric Michael addition of diethylzinc to α,β‐unsaturated ketone

“…The solvent was removed under reduced pressure and the residue was purified by column chromatography (SiO 2 , Eluent: EtOAc/PE = 1/10) to give (S)-L2 as a white solid; 420 mg, yield 97%; Mp 123-124jC; [a] D 25 -175.2 (c 0.63, CHCl 3 ); IR(KBr) n 3385, 3060,2985,2910,1645,1598,1510,1425,1350,1150,915, 820 cm À1 ; 1 H NMR (300 MHz, CDCl 3 , TMS) d 0.99 (t, J = 7.5 Hz, 3H, Me), 3.18 (q, J = 7.5 Hz, 2H, CH 2 ), 3.60 (br, 3H, amino-H), 8H,ArH),4H,ArH); 13 C NMR (75 MHz, CDCl 3 , TMS) d 15. 57, 39.02, 112.62, 112.84, 114.69, 118.71, 122.28, 122.79, 124.15, 124.36, 127.09, 127.19, 128.03, 128.50, 128.54, 128.80, 129.86, 129.96, 134.01, 134.30, 143.35, 144.73 99, 38.19, 109.49, 113.67, 120.15, 120.46, 122.10, 123.26, 125.05, 125.38, 126.57, 126.80, 127.21, 127.26, 128.18, 128.20, 128.47, 129.35, 130.56, 131.20, 131.49, 132.52, 133.40, 134.59, 135.22, 144.24, 165.14 (S)-L3 (208 mg, 0.50 mmol) and P 2 S 5 (111 mg, 0.5 mmol) was heated at 120jC in pyridine (2.0 mL) for 10 h. 9 After cooling to room temperature, 10% aqueous NaOH solution was added to the solution to adjust the pH value to >10. The organic compound was extracted with ethyl acetate (3 Â 20 mL) and dried over anhydrous Na 2 SO 4 .…”

Od vitamina do antibiotika – sjećanja jednog kemičara I. dio

“…Tako sam kod profesora Viktora Hahna sintetizirao neke nove N-supstituirane benzamide te ih s fosforovim pentasulfidom prevodio u tioamide. 1 Prilikom dolaska u Plivu započeo sam raditi u sintetskom pogonu gdje se proizvodio piridoksin-hidroklorid (vitamin B 6 ), koji je tada vodio iskusni tehnolog Slika 1 -Prikaz kompleksnosti razvoja kemijskog procesa Fig. 1 To su bili spojevi slični barbituratima, ali amidi s otvorenim lancem.…”