The Preparation of Thiazoles

Abstract

Thiazoles have become increasingly important in pharmaceutical, biochemical and technical fields. Commercially important compounds that contain the thiazole ring are the mercaptothiazoles, which are valuable as rubber accelerators, and for penicillins and thiamin, for example. Certain thiazole derivatives show great promise as intermediates in the synthesis of amino acids. This chapter summarizes information on the methods of preparation of the thiazoles, but is restricted to those in which the thiazole ring is not part of a condensed system.

Al2(SO4)3 IS AN EFFICIENT AND MILD ACID CATALYST FOR THE ONE-POT, FOUR-COMPONENT SYNTHESIS OF POLYHYDROQUINOLINE

“…However, this method has several disadvantages including longer reaction times, the us of an excess amount of organic solvent, lower product yields and harsh refluxing conditions. Since the method of Hantzsch was described more than a use century ago [17][18][19] , several efficient methods have been developed for the synthesis of 1, 4-dihydropyridines that involve the use of a microwave [20][21][22] , ionic liquids [23][24] , high temperatures in refluxing solvent [25][26][27][28][29][30][31][32][33][34][35] , TMSCl-NaI 36 and metal triflates 37 . However, the use of high temperatures, expensive metal precursors and the resultant longer reaction times limit these methods.…”

Synthesis of 2‐Aminothiazole Derivatives in Easy Two‐Step, One‐Pot Reaction

“…The most wildly used method is Hantzsch's synthesis , who originated it in 1887, involving the reaction of α‐halo carbonyl compounds with thioureas or thioamides . Condensation of α‐halo carbonyl compounds with thiourea is the most general method of preparation of 2‐aminothiazole derivatives . In such a way, 2‐amino‐5‐ethoxycarbonyl‐4‐methylthiazole ( 1 ) was obtained for the first time by Hantzsch (Scheme ).…”

Synthesis and Biological activity of 1,3-Thiazolylidenehydrazinylidene ethylpyridiniumbromide monohydrate, 1,3-Thiazolylidenehydraziniumbromide and 1,3-Thiazolylidenehydrazine derivatives

“…The most frequently used synthetic method of generating thiazoles is the Hantzsch process [25], in which α-haloketone is condensed with thioamides. Several methods for the synthesis of tri -substituted thiazoles have been reported [26][27][28][29].…”