Regioselective synthesis and S-derivatization reactions of 4- and 6-trifluoromethyl-3-cyano-2(1H)-pyridinethiones

Add time:08/04/2019    Source:sciencedirect.com

The regioselective synthesis of the title compounds was developed on the basis of condensation reactions of trifluoroacetylacetone and its methyl enacetal with cyanothioacetamide in the presence of bases. Thus, the condensation of trifluoroacetyl-acetone with cyanothioacetamide yields predominantly 4-trifluoromethyl-6-methyl-3-cyano-2(1H)-pyridinethiones, whereas the methyl enacetal of trifluoroacetylacetone gives exclusively the 6-trifluoromethyl-4-methyl isomer. S-Alkylation of the trifluoromethyl-pyridinethione salts can be achieved using methyl iodide or bromoacetophenone in DMF-water. Bromoacetophenone derivatives can be further transformed into 3-aminothieno-[2,3-b]pyridines in the presence of excess KOH.

We also recommend Trading Suppliers and Manufacturers of 4-[(4-TRIFLUOROMETHYL)PHENYL]-1-BUTENE (cas 113170-92-6). Pls Click Website Link as below: cas 113170-92-6 suppliers

Prev:Synthesis of 3-(Trifluoromethyl)benzo[c][1,6]naphthyridines from Substituted 4H-Pyran-4-ones via 4-Amino-5-Aryl-2-(trifluoromethyl)pyridines
Next:Preparation, reactions and physical properties of segmented 2-(perfluoroalkyl)ethanesulfinic acids and their derivatives. The role of the perfluoroalkyl group in finding new and useful compounds and in searching out new chemistry)