Free accessResearch articleFirst published online 1999-7
New Insights on the Reaction of 2-Aminothiazole with Ethyl Bromopyruvate for the Synthesis of 6-Ethoxycarbonylimidazothiazole. Crystal Structure of 5-Acetyl-6-ethoxycarbonylimidazo-[2,1- b ]thiazole and 2-Ethoxycarbonyl-2-hydroxy-7-oxo-thiazole[2,3- b ]pyrimido[2,3- d ]furan
The reaction of 2-aminothiazole 1c with ethylbromopyruvate yields two by-products 4 and 5.
References
1.
AbignenteE., Farm. Ed. Sci., 1981, 36, 893.
2.
AbignenteE., ArenaF., and De CaprariisP., Farm. Sci., 1977, 32, 735.
3.
AbignenteE., Farm. Ed. Sci., 1984, 39, 379.
4.
BreadyW. T., and HoffE. E., J. Org. Chem., 1970, 35, 3733.
5.
van TamelenE. E., and MurphyJ. W., J. Am. Chem. Soc., 1970, 92, 7204.
6.
CavalcaL., DomianoP., and MusattiA., Cryst. Struct. Commun. Sect. C, 1972, 1, 345; S. B. Sanni, M. De Wolf and A. T. H. Lenstra, Acta Crystallogr., Sec. C, 1984, 40, 1724; P. C. Jain, Acta Crystallogr. Sect. C, 1987, 43, 2415; G. J. S. Doad, D. I. Okor and F. Scheinmann, J. Chem. Soc., Perkin Trans. 2, 1988, 2993; G. M. Arvanitis, A. E. Griffitts, S. P. Baffic and D. M. Ho, Acta Crystallogr., Sect. C, 1996, 52, 319; V. A. Tafeenko, H. Schenk, K. A. Paseshnichenko and L. A. Aslanov, Acta Crystallogr., Sect. C, 1996, 52, 729.
7.
CremerD., and PopleJ. A., J. Am. Chem. Soc., 1975, 97, 1354.
8.
DuaxW. L., WeeksC. M., and RohrerD. C., Top. Stereochem., 1976, 9, 271.