86123-59-3Relevant academic research and scientific papers
Thiazoles from N-Cyanoimidates or 3-Cyanoisoureas and Thioglycolic Acid Derivatives
Ried, Walter,Kuhnt, Dietmar
, p. 780 - 784 (2007/10/02)
Novel thiazoles 3a-g, 4a-d are synthesized from N-cyanoimidates and 3-cyanoisoureas of type 1a-m and thioglycolic acid methyl ester (2a) as well as the amide (2b).The limitations of the reaction are outlined.The products are further converted into thiazolopyrimidines 6a-d and thiazolo-1,2,3-triazinones 7a-c.
Synthesis and Reactions of New Thiazole and Triazole Derivatives
Ried, Walter,Broft, Gert W.,Bats, Jan W.
, p. 1547 - 1563 (2007/10/02)
The dimethyl ester 1 reacts with 2 and 5 or with primary and secondary amines to give the derivatives 4, 7, 8a-f, 9a, b, and 10, respectively.Cyclisation of 8a-d with methyl thioglycolate and of 8b-e with methylhydrazine gives the thiazole derivatives 11a-d and the triazole derivatives 12a-d/13a-d, respectively.Acylation of 11b and 13c leads to 14 and 15.The isomer mixtures 12/13 give in sequential reactions the azomethines 16a-g, 17a-e and the thioureas 18a-f.Acyl isothiocyanates react with 13c to yield 19a, b and the thioureas 18a, d-f afford with oxalyl chloride the imidazolidinediones 20a-d.X-ray analyses of the compounds 12a and 20c were carried out.
