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Paper | Regular issue | Vol 68, No. 9, 2006, pp.1875-1883
Published online: 21st July, 2006
DOI: 10.3987/COM-06-10781
Synthesis of 4-Trifluoromethylpyrimido[4,5-c]pyridazine-5,7-diones from Uracils

Masahiko Takahashi,* Yoshinobu Ogawa, and Kazuhiro Inoue

*Department of Industrial Chemistry, Faculty of Engineering, Ibaraki University, Hitachi, Ibaraki 316-8511, Japan

Abstract

The reaction of 6-hydrazinouracils (1) with 3-aryl-1,1,1-trifluoropropane-2,3-dione monohydrates (2) in refluxing ethanol in the presence of p-toluenesulfonic acid gave regioselectively 3-aryl-4-trifluoromethyl-5,6,7,8-tetrahydropyrimido[4,5-c]pyridazine-5,7-diones (4a-e) in moderate yields. The location of a trifluoromethyl group at the C4 position was elucidated on the basis of the chemical transformation of the derivatives.

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