Process for preparing 2-guanidinothiazole derivatives

Details Process for preparing 2-guanidinothiazole derivatives Process for preparing 2-guanidinothiazole derivatives

C - Chemistry, Metallurgy

07

D

260/310.5

C07D 277/42 (2006.01) A61K 31/41 (2006.01) A61K 31/425 (2006.01) C07D 277/00 (2006.01) C07D 277/20 (2006.01) C07D 277/48 (2006.01) C07D 277/50 (2006.01) C07D 277/18 (2006.01)

Patent

CA 1323032

Abstract PROCESS FOR PREPARING 2-GUANIDINOTHIAZOLE DERIVATIVES The invention relates to a process for preparing 2-guanidinothiazole derivatives of the general formula (I) Image (I) wherein Y stands for the group of the formula (II) Image (II) or (III) -CH2-CH2CN (III) as well as their salts, which comprises a) cyclizing amidinothiourea of the formula (IV) (IV) Image - 2 - with an 1,3-dihaloacetone in a solvent preferably in acetone and in the presence of an iodide catalyst soluble in said solvent, preferably sodium iodide and reacting, without isolation, the thus obtained halogen derivative of the formula (V) Image (V) wherein X represents halogen, with thiourea in the presence of water, to give the compound of the formula (I), wherein Y means the group of the formula (II), b1) cyclizing amidinothiourea of the formula (IV) with an 1,3-dihaloacetone in a solvent, preferably in acetone and in the presence of an iodide catalyst soluble in said solvent, preferably sodium iodide, then reacting without isolation the thus obtained halogen derivative of the formula (V), wherein X is halogen, with thiourea in the presence of water and then S-cyanoethylating with acrylonitrile in an alkaline aqueous-alkanolic medium to give the compound of the formula (I), wherein Y stands for the group of the formula (III), b2) S-cyanoethylating as starting substance the compound of the formula (I), wherein Y means a group - 3 - of the formula (II), with acrylonitrile in an alkaline aqueous-alkanolic medium to obtain the compound of the formula (I), wherein Y means the group of the formula (III). The compounds of the invention are valuable intermediates in the preparation of pharmaceutics of antiulcer effectiveness.

549936

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