5770-49-0Relevant articles and documents
Selective N-Monoalkylation of 6-Aminouracils with Alcohols: An Environmentally Benign Protocol for the Synthesis of 6-Alkylaminouracils
Putra, Anggi Eka,Oe, Yohei,Ohta, Tetsuo
, p. 392 - 397 (2018/01/27)
A highly selective N-alkylation of 6-aminouracils with alcohols was achieved through the borrowing hydrogen approach using iridium catalysis. 6-Aminouracils and alcohols reacted in the presence of [Cp*IrI2]2 to give 6-monoalkyluracils selectively and in high yield (up to 99 %), usually in short reaction times (2 h). These results provide a new, green, and efficient protocol for the synthesis of 6-alkylaminouracils, which are very important intermediates for the synthesis of biologically active molecules.
Two-step synthetic approach to 6-substituted pyrido[2,3-d]pyrimidine(1H,3H) -2,4-diones from 6-amino-, 6-alkylamino-, and 6-arylamino-1,3-dimethyluracils
Bischoff, Kerstin,Girreser, Ulrich,Heber, Dieter,Schütt, Martin
, p. 486 - 494 (2007/10/03)
The Mannich reaction of 7-aryl-5,6-dihydropyrido[2,3-d]pyrimidines 3, easily accessible by condensation of 6-amino-1,3-dimethyluracil (1) with Mannich bases 2a-c, gives rise to a mixture of 7-aryl-6-(N,N-dimethylaminomethyl) pyrido[2,3-d]pyrimidines 6 and
3,3-Sigmatropic rearrangements involving N-O bond-cleavage of enehydroxylamine derivatives
Reis, Lucinda V.,Lobo, Ana M.,Prabhakar, Sundaresan,Duarte, Mariana P.
, p. 190 - 208 (2007/10/03)
Enehydroxylamines, derived from carbocyclic and heterocyclic 1,3-dioxo compounds, react with a variety of unsaturated electrophiles to give, in good to excellent yields, substances that in general undergo 3,3-sigmatropic rearrangements either spontaneously or upon heating. In those cases in which such reactions failed, addition of sodium hydride was found to induce the transformation. A study of the rearrangement by use of deuterium-labelled compounds showed that no crossover occurs, indicating the intramolecular nature of the process. The method provides 2,3- or 3,4-disubstituted cyclohexenones, 5,6-disubstituted barbiturates and the corresponding fused pyrrole and imidazolinone derivatives. Wiley-VCH Verlag GmbH & Co KGAA, 69451 Weinheim, Germany, 2003.