Rate laws may be derived directly from the chemical equations for elementary reactions. This is not the case, however, for ordinary chemical reactions.185137-29-5, name is (S)-4-Phenylthiazolidine-2-thione,below Introduce a new synthetic route., 185137-29-5
To a stirred solution of 3-bromo-9-fluoro-6-methanesulfonyl-5H-pyrido[3,2- bjindole (200 mg, 0.583 mmol) and isothiazolidine-l,l-dione (278 mg, 2.30 mmol) in NMP (2.40 mL) was added t-BuOK (203 mg, 1.81 mmol). This mixture was heated at 115 C for 11 h and cooled to room temperature. The mixture was diluted with EtOAc (20 mL) and 10% aq. LiCl solution (20 mL). Some insoluble solid was filtered to give the desired product, 2-(3-bromo-6-(methylsulfonyl)-5H-pyrido[3,2-b]indol-9- yl)isothiazolidine-l,l-dione (115 mg, 44%). NMR (400MHz, DMSO-de) delta 11.94 (br s, 1H), 8.72 (br s, 1H), 8.32 (br s, 1H), 8.04 (br d, J=7.6 Hz, 1H), 7.55 (br s, 1H), 4.22 (br s, 2H), 3.59 (br s, 2H), 3.39 (br s, 3H), 2.61 (br s, 2H). HPLC: RT=2.055 min (Chromolith ODS 4.6 x 50 mm (4 min grad) eluting with 10-90% aqueous MeOH over 4 min containing 0.1 % TFA, 4 mL/min, monitoring at 220 nm); MS (ES): m/z= 444,1 ; 445.9 (Br pattern) [M+H]+.
Any one of these steps may be slow and thus may serve as the rate determining step. In general, however, in the presence of the catalyst, the overall rate of the reaction is faster than it would be if the reactants were in the gas or liquid phase.
Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; HAN, Wen-Ching; DEGNAN, Andrew P.; DESKUS, Jeffrey A.; GAVAI, Ashvinikumar V.; GILL, Patrice; SCHMITZ, William D.; STARRETT, John E., Jr.; (193 pag.)WO2016/183115; (2016); A1;,
Thiazolidine – Wikipedia
Thiazolidine – ScienceDirect.com