29594-65-8Relevant articles and documents
Reaction of mercaptoacetate and halides containing activated methylenes with thiocarbamoylimidates: A novel approach to the synthesis of aminothiazole derivatives
Dridi,El Efrit,Baccar,Zantour
, p. 2019 - 2026 (1999)
The reaction of N-thiocarbamoylimidates 1 with methyl thioglycolate leads to the formation of 4-arylamino-5-methoxycarbonylthiazoles 2. The condensation of the same imidates 1 on ethyl bromoacetate, benzyl bromide and chloroacetonitrile provides the corre
Reaction of mercaptoacetate and halides containing activated methylenes with thiocarbamoylimidates: A novel approach to the synthesis of aminothiazole derivatives
Dridi,El Efrit,Baccar,Zantour
, p. 167 - 174 (1998)
The reaction of N-thiocarbamoylimidates 1 with methyl thioglycolate leads to the formation of 4-arylamino-5-methoxycarbonylthiazoles 2. The condensation of the same imidates 1 on ethyl bromoacetate, benzyl bromide and chloroacetonitrile provides the corre
Cyclocondensations of substituted thiosemicarbazides with 2-bromo-1,2-diphenylethan-1-one
Pfeiffer, Wolf-Diethard,Gille, Helmut,Bulka, Ehrenfried,Saghyan, Ashot,Langer, Peter
, p. 823 - 830 (2013/08/23)
The cyclocondensation of 4-methylthiosemicarbazide with 2-bromo-1,2-diphenylethan-1-one in ethanol afforded isomeric 2-methylamino-5,6-diphenyl-6H-3,4-thiadiazine and 2-hydrazono-3- methyl-4,5-diphenyl-2,3-dihydro-1,3-thiazole. A pyrazole was obtained by cyclocondensation and subsequent desulfurization of the thiadiazine when the reaction was carried out in concentrated hydrochloric acid. A chemical proof of the structures has been provided. The product distribution of the cyclizations strongly depends on the substitution pattern of the starting materials, and the cyclizations of methylthiosemicarbazide with 2-bromo-1,2-diphenylethan-1-one behaved considerably different from that of the analogous reactions of α-bromoacetophenone.
Multistep solid-phase synthesis of an antibiotic and receptor tyrosine kinase inhibitors using the traceless phenylhydrazide linker
Stieber, Frank,Grether, Uwe,Mazitschek, Ralph,Soric, Natascha,Giannis, Athanassios,Waldmann, Herbert
, p. 3282 - 3291 (2007/10/03)
The hydrazide group is an oxidatively cleavable traceless linker for solid-phase chemistry. This linker technology was used to develop a multistep solid-phase synthesis of an antibiotic that is active against Mycobacterium tuberculosis. Furthermore, we describe an efficient method for the traceless synthesis of 2-aminothiazoles that display dual inhibitory activity against the receptor tyrosine kinases VEGFR-2 and Tie-2. The synthesis method proceeds through 9 steps on the solid phase and should give access to a much larger library of 2-aminothiazoles, from which a new class of anti-angiogenesis drugs may be developed.
