89227-65-6Relevant academic research and scientific papers
Dimethylamine substitution in N,N-dimethyl enamines. Synthesis of aplysinopsin analogues and 3-aminotetrahydrocoumarin derivatives
Seli?, Lovro,Stanovnik, Branko
, p. 3159 - 3164 (2007/10/03)
Some new six-membered aplysinopsin analogues were prepared from 5-dimethylaminomethylidene-2,4,6(1H,3H,5H)-pyrimidinetriones and indole derivatives. Also 2-[[(2,4,6-trioxohexahydropyrimidin-5-ylidene)methyl]amino]-3- dimethylaminopropenoates were synthesized and employed in the synthesis of fused 2H-pyran-2-ones.
REACTION OF QUINOLINE N-OXIDES WITH BARBITURIC ACID IN THE PRESENCE OF ACETIC ANHYDRIDE
Yousif, Mohammed M.,Saeki, Seitaro,Hamana, Masatomo
, p. 1083 - 1088 (2007/10/02)
Reactions of quinoline N-oxides (1) with barbituric acid in Ac2O (1.2 eq) - DMF afford regioselectively 2-substituted quinolines (3) or quinolinium ylides (4), depending upon the nature of 1 and the reaction conditions.The reactions of quinoline and lepidine N-oxides (1a, 1b) at room temperature give the N-ylides (4a, 4b), and those at 90 deg yield 2-substituted quinolines (3a, 3b).The directive effect of the reaction temperature is very reverse in reactions of 4-methoxy- and 4-chloro-quinoline N-oxides (1c, 1d); nevertheless, the reactions in Ac2O at 90 deg afford 3cand 3d.While 3-cyanoquinoline N-oxide (1g) gives only 2-substituted product (3g), 4-morpholino-, 3-bromo- and 3-acetamido-quinoline N-oxides (1e, 1f, 1h) afford N-ylides (4e, 4f, 4h), independently of the reaction conditions.
