Synthesis of 7,11-diaryl-3-oxo (or thioxo)-2,4-diazaspiro[5.5]undecane-1,5,9-triones, Part I

Abstract

Spiro compounds 7,undecane-1,3,5,9-tetraones 3a-e and 7,11-diaryl-3-thioxo-2,4diazaspiro[5.5]undecane-1,5,9-triones 3f-j were prepared from the reaction of 1,5-diaryl-1,4-pentadien-3-ones 2a-f with barbituric acid (1a) and 2-thiobarbituric acid (1b). The structures of the products were confirmed by UV, IR, 1 H and 13 C NMR, MS and elemental analysis.

Synthesis Of 5, 7-Diaryl-1,5-Dihydro (Or 1, 2, 3, 5-Tetrahydro)- Pyrano[2, 3-D] Pyrimidin-2, 4-Diones (Or 2-Thioxo-4-Ones).

“…This explains that the replacement of a carbonyl group by a thiocarbonyl group results in a downfield shift. 19,20 The chemical shift values for 7-C and 6-C in these compounds were observed at δ 149.89-144.00 and δ 105.57-102.71 respectively. The 10-C of the compounds showed chemical shift values at δ 94.00-87.50 which were comparable to the earlier report 14 of the 13 C NMR spectral data of the monosubstituted barbiturates at 10-C.…”