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A general synthesis of thiazoles. Part 3. Comparative evaluation of different functionalised thioureas as precursors
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Citations
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References
1979
Year
Bioorganic ChemistryDifferent Functionalised ThioureasPhenacyl BromideOrganic ChemistryHeterocycle ChemistryComparative EvaluationBiochemistryDiversity-oriented SynthesisMethyl BenzimidateSynthesis MethodGeneral SynthesisNatural Product SynthesisPharmacologyHeterocyclicNatural SciencesMedicineN-acyl-n′-monosubstituted ThioureasSynthetic ChemistryDrug Discovery
N-Acyl-N′-monosubstituted thioureas (9) react with phenacyl bromide to produce thiazolines (10) and not thiazoles (4), as claimed. The addition products of N-arylbenzamidines and phenyl isothiocyanate react with phenacyl bromide to give 2-anilino-5-benzoyl-4-phenylthiazole (4a). The adduct (11) of methyl benzimidate and phenyl isothiocyanate yields thiazoles (4a) and (12) by reaction with phenacyl bromide and bromonitromethane, respectively.