Studies on Reactions of Pyrimidine Compounds. 2¹. Microwave-Assisted Synthesis of 1,2,3,4-Tetrahydro-2- Thioxopyrimidine Derivatives

Abstract

The 5-benzoyl-4,6-diphenyl-1,2,3,4-tetrahydro-2-thioxopyrimidine ( 1a ) and 5-benzoyl-4-(2-chlorophenyl)-6-phenyl-1,2,3,4-tetrahydro-2-thioxopyrimidine ( 1b ) were synthesized using the Biginelli three-component cyclocondensation reaction of a β -diketone, arylaldehyde, and thiourea under microwave irradiation. Thiazolopyrimidine ( 2 ), ( 3 ) and pyrimido[2,3-b]thiazine ( 4 ) derivatives were obtained by a simple one-pot condensation reaction of starting compound 1b and 2-bromopropionic acid, bromoacetic acid and 3-bromopropionic acid, respectively. These reactions performed under microwave irradiation and conventional conditions.

That study is suggested a simple and efficient route for the preparation of 1,2,3,4-tetrahydro-2-thioxopyrimidine and derivatives.

Keywords:

• Microwave-Assisted
• Biginelli reaction
• thioxopyrimidine
• synthesis
• cyclocondensation
• multicomponent reaction

Acknowledgments

This work was supported by the Scientific and Technical Research Council of Turkey (TBAG 2392 103T136). The authors would like to thank Dr. Musa Turker from Department of Biology, Faculty of Arts and Sciences, Yuzuncu Yil University for his linguistic support.