2-(methylthio)-1,3-thiazole-4-carboxylic acid synthesis

Yield:-

Reaction Conditions:

Stage #1: ethyl 2-(methylthio)-1,3-thiazole-4-carboxylatewith methanol;lithium hydroxide;water at 20; for 0.0833333 h;
Stage #2: with hydrogenchloride;water pH=3;

Steps:

Intermediate 11; 2-(Methylthio)-l ,3-thiazole-4-carboxylic acidEthyl 2-(methylthio)-l,3-thiazole-4-carboxylate (5.0 g) (Sinha, Subhash C et .Tet.Lett. 2000, 41 (43), 8243-8246) was dissolved in MeOH (50 ml) and 2N LiOH (74 ml) was added. After stirring at room temperature for five minutes the reaction mixture was concentrated to remove MeOH and the residue was suspended in water and acidified with cone. HCl to pH 3. The white precipitate was filtered and dried to yield the title compound (3.42 g). NMR: 2.72 (s, 3H), 8.35 (s, IH).

References:

WO2006/87543,2006,A1 Location in patent:Page/Page column 80