Reaction of Benzoyl Isothiocyanate With Active Methylene Reagents: A Convenient Synthesis of Pyrazolo[5,4-c]pyrazole, 1,3-Oxazine, Thiazole and Pyrimidine Derivatives

R. M. Mohareb; A. Habashi; N. S. Ibrahim; S. M. Sherif

doi:10.1055/s-1987-27897

Synthesis 1987; 1987(3): 228-231
DOI: 10.1055/s-1987-27897

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Reaction of Benzoyl Isothiocyanate With Active Methylene Reagents: A Convenient Synthesis of Pyrazolo[5,4-c]pyrazole, 1,3-Oxazine, Thiazole and Pyrimidine Derivatives

R. M. Mohareb^* , A. Habashi, N. S. Ibrahim, S. M. Sherif

^*Chemistry Department, Faculty of Science, Cairo University, Giza, Egypt

Abstract

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Benzoyl isothiocyanate reacts with active methylene reagents e.g. ethyl cyanoacetate, malonitrile and acetylacetone to give, in each case, the corresponding 1:1 adduct 1, 13 and 14 respectively, Compound 1 was utilized for the synthesis of several heterocyclic derivatives. Compound 14 undergoes ready cyclization in basic medium to give the 1,3-oxazine derivative 15. The structures of the products were assigned and confirmed on the basis of their elemental analysis and spectral data.

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