UTILITY OF 2- HYDRAZIN04,6 DIMETHYLPYRIMIDINE IN HETEROCY CLIC SYNTHESIS

AL Ashmawy, Mohamed; Abd El-Samii, Zakaria; El-Feky, Said; Osman, Nermin

doi:10.21608/zjps.1997.169709

UTILITY OF 2- HYDRAZIN04,6 DIMETHYLPYRIMIDINE IN HETEROCY CLIC SYNTHESIS

Document Type : Original Article

Authors

¹ Department of Organic Pharmaceutical Chemistry, Facutly of Pharmacy Zagazig University. Zagazig Egypt

² Department of Organic Pharmaceutical Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig, Egypt

10.21608/zjps.1997.169709

Abstract

2-Hydrazino-4,6-dimethy1pyridine (1) readily underwent ring closure with benzoy1 chloride to give 5,7 dimethy1-3-pheny1-1,2,4-triazolo[4,3,-a]pyrimidine (4a). Either N-benzoyl derivative (2) or the hydrazone (3a) can be used for the formation of compound 4a. Reaction of compound 1 with acetylacetone gave the pyrazole derivative (6) rather than 1.2.4 triazepine derivative (5).The pyrrole (8) was the sole product from cyclization of 1 with 2.5- hexanedione. Reaction of compound 1 with carbon disulphide or ethy1 chloroformate gave 1,2,4-triazolo[4,3-a]pyrimidines (9 and 11) respectively . The reaction of thiosemicarbazides (12 a-c) with ethy1 bromoacetate and DCCD was investigated.