Novel Reaction Products from Thiobarbituric Acid of Biological Interest

Abstract

The reactions of 1, 2-dihydro-2-thioxo-4, 6(1H, 5H)pyrimidinedione (1) with some pi-deficients have led to the formation of unexpected heterocyclic products such as anilinomethylenethioxopyrimidinedione, 2, 2'-bis(pyrimidinecarbothioamide), allylthioxopyrimidinecarbothioamide, indenopyranopyrimidine and benzofuropyrimidine derivatives. A possible mechanism for the formation of these products is discussed, and the biological activity is determined.

Beyond a solvent: triple roles of dimethylformamide in organic chemistry

“…184 In 2010, Teimouri and Tayyebi synthesized 5-[(alkyl or arylamino)methylene]barbituric acids 174 by DMF promoted condensation reactions of alkylisocyanides (or arylisocyanides) 172 with barbituric acid derivatives 173 (Scheme 87). 13 Compared with the other methods, [185][186][187][188][189][190][191] this methodology has six incomparable advantages: (1) the reaction is simple; (2 and 3) the reaction performs at room temperature and without the use of any other catalyst; (4) yields are good to excellent; (5) products are produced within a short time; and (6) the products are sufficiently pure.…”

Synthesis, spectral characterization, thermal studies and biological activity of (Z)‐5‐((1,5‐dimethyl‐3‐oxo‐2‐phenyl‐2,3‐dihydro‐1H‐pyrazol‐4‐yl)diazenyl)‐6‐hydroxy‐2‐mercaptopyrimidin‐4(3H)‐one and its metal complexes

“…Thiobarbituric acid (TBA) is one of the most important heterocyclic compounds in the pyrimidinethiol family. It includes a pyrimidine ring that is a basic nucleus in DNA and RNA in living cells, so it has been found to be associated with diverse biological activities . The active hydrogen atom at C‐5 position of TBA can be diazotized resulting in coloured azo compounds .…”

Recent Heterocyclic Compounds from (1,3‐Dioxo‐2,3‐dihydro‐1H‐inden‐2‐ylidene)propanedinitrile

“…The reaction of 1 with compounds containing an active methylene such as thiobarbituric acid 112 gave 6‐hydroxy‐4‐oxo‐2‐thioxo‐1,2,3,4‐tetrahydroindeno[2′,1′‐:5,6]pyrano[2,3‐ d ]pyrimidine‐5‐carbonitrile 114 not 115 (Scheme ) .…”