5898-81-7Relevant academic research and scientific papers
New trisubstituted cyanopyrazoles and cyanoscorpionates
Kadel, Lava R.,Kromer, John R.,Moore, Curtis E.,Eichhorn, David M.
, p. 206 - 218 (2017/03/08)
New syntheses are reported to give pyrazoles with cyano substituents at the 4-position of the pyrazole ring and ethyl or isopropyl substituents at the 3-position, as well as pyrazoles with cyano substituents at the 4-position and alkyl/aryl/bromo substituents at both the 3- and 5-positions. Synthesis of scorpionates using tetradecane as a high-boiling solvent has been shown to be more efficient than the melt method and has led to new scorpionates using the newly synthesized pyrazoles. An unexpected complex is isolated in which the Ni(cyclam)2+moiety crystallizes with two cyanoscorpionates as counterions, without binding of the scorpionate ligands to the Ni atom.
Studies with functionally substituted enamines: Synthesis of 2-aroyl-3-dimethylamino-2-propenenitrile and their reactivity toward nitrogen nucleophiles
Al-Qalaf, Fawzia,Abdelkhalik, Mervat Mohammed,Al-Enezi, Amal,Al-Ajmi, Johara Rashed
, p. 145 - 156 (2008/09/20)
A facile and efficient synthesis of 2-substituted 3-dimethylamino-2-propenenitrile 4a-c is described. Reaction of 4a-c with hydrazine hydrate afforded 3-substituted-1H-4-pyrazole carbonitrile 9a-c. Compounds 4a-c reacted with 5-methyl-1H-pyrazol-3-amine to give 7-substituted pyrazolo[1,5-a]pyrimidine-6-carbonitrile 12a-c and 2-substituted 5-aminopyrazolo[1,5-a]pyrimidine 16a,b, and with 1H-benzo[d]imidazol-2-amine to give 3-substituted 2-aminobenzo[4,5]imidazo[1,2-a]pyrimidine 19a,b and 4-substituted benzo[4,5]imidazo[1,2-a]pyrimidine 3-carbonitrile 21c. The structures of compounds obtained were deduced based on 1HNMR, HMBC-15N and NOE difference experiments.
Rearrangements of 5-Azidoisoxazoles
Anderson, David J.,Muchmore, Christine R.
, p. 1189 - 1196 (2007/10/02)
5-Azidoisoxazoles are prepared via displacement of a chlorine atom in 5-chloroisoxazoles with azide ion.These 5-azidoisoxazoles contain an unsaturated group (olefin, aldehyde, oxime or hydrazone) in the 4-position which participates during thermal decomposition of the azide.Two types of products are formed which are non-interconvertible: (i) bicyclic isoxazoles which result from direct attack of the azide or nitrene on the unsaturated group; (ii) monocyclic pyrroles and pyrazoles which result from ring opening followed by bond reorganization and subsequent ring closure.Mechanisms for the two discrete processes are discussed.
