B. Golankiewicz, P. Januszczyk, M. Gdaniec
1985
Citations
0
Influential Citations
13
Citations
Journal
Tetrahedron
Abstract
Abstract 2-Acylamino-2-cyanoacetic acid ethyl esters 2a-c react with 2,4-bis (4-methoxyphenyl)-1, 3, 2, 4-dithiadiphosphetane 2,4-disulfide 1 in refluxing benzene with formation of 2-alkyl(aryl)-5-aminothiazole-4-carboxylic acid ethyl esters 3a-c . Structure 3 was established by spectroscopic means and an X ray crystallographic investigation of 3a . X-Ray analysis revealed that the thiazole ring, exocyclic nitrogen and carbonyl group forming a hydrogen-bonded cycle are nearly coplanar. A resonance interaction is manifested by distinctly shortened /1.447 (3)/ C(carbonyl)-C(thiazole) distance.