92537-73-0Relevant academic research and scientific papers
Synthesis of 6-membered-ring fused thiazine-dicarboxylates and thiazole-pyrimidines via one-pot three-component reactions
Bode, Moira L.,Coyanis, Elena Mabel,Fernandes, Manuel A.,Fish, Muhammad Q.,Mohlala, Reagan L.
, (2021/09/18)
A facile and efficient one-pot three-component reaction method for the synthesis of thiazine-dicarboxylates is reported. Reaction of an isocyanide and dialkyl acetylenedicarboxylate with 2-amino-4H-1,3-thiazin-4-one derivatives containing both an acidic proton and an internal nucleophile gave the products in good yields of 76–85%. The reactivity of dialkyl acetylenedicarboxylates was further tested in the synthesis of thiazole-pyrimidines where a two-component reaction of 2-aminothiazole with dialkyl acetylenedicarboxylates was successfully converted to a more efficient three-component reaction of a thiourea, α-haloketone and dialkyl acetylenedicarboxylate (DMAD/DEtAD) to give thiazole-pyrimidines in good yields of 70–91%.
Synthesis of New Condensed Pyrimidine Systems: Reactions of Heterocyclic Amines with Acetylenic Esters
Sahu, J. K.,Dehuri, S. N.,Naik, S.,Nayak, A.
, p. 117 - 120 (2007/10/02)
Several hitherto unreported 1,3,4-oxa/thiadiazolopyrimidin-7-ones (1 and 2) and thiazolopyrimidin-7-ones (3) have been synthesised by the reaction of 2-amino-1,3,4-oxa/thiadiazoles and 2-amino-4-arylthiazoles respectively with ethyl phenylpropiolate.The reaction of these amines with diethyl acetylenedicarboxylate furnishes the 7-oxo-5-carbethoxy derivatives (8-10).A similar reaction of 2-aminobenzothiazole with diethyl acetylenedicarboxylate affords 4-carbethoxypyrimidobenzothiazol-2(H)-one (7).To assign the structures of the 7-oxo derivatives the isomeric 5-oxo-7-carbethoxy derivatives (14) have also been synthesised by an unambiguous route.
