62230-46-0

Upstream product

• 64-17-5 ethanol 
• 874-90-8 4-methoxybenzonitrile 
• 95064-52-1 methyl 4-methoxybenzimidate 

Downstream Products

• 476005-99-9 6,7,8-trifluoro-1-[(4-methoxy-benzimidoyl)-amino]-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester 
• 111425-26-4 4-Bromo-benzoic acid N'-[3-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-[1,2,4]triazin-5-yl]-N-phenyl-hydrazide 
• 64494-09-3 3-(4-methoxyphenyl)-5,6-diphenyl-1,2,4-triazine 
• 111425-25-3 4-Methoxy-benzoic acid N'-[3-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-[1,2,4]triazin-5-yl]-N-phenyl-hydrazide 
• 111425-23-1 4-Methyl-benzoic acid N'-[3-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-[1,2,4]triazin-5-yl]-N-phenyl-hydrazide 
• 111425-20-8 Benzoic acid N'-[3-(4-methoxy-phenyl)-6-oxo-1,6-dihydro-[1,2,4]triazin-5-yl]-N-phenyl-hydrazide 
• 87522-17-6 2-p-methoxyphenyl-4-oxido-6,8-diphenylpyrido<2,1-f><1,2,4>triazin-9-ium 
• 572920-44-6 ethyl 5-chloro-3-(4-methoxyphenyl)-1,2,4-triazine-6-carboxylate 
• 572920-63-9 5-amino-3-(4-methoxyphenyl)-1,2,4-triazine-6-carboxamide 
• 572920-40-2 ethyl 3-(4-methoxyphenyl)-5-oxo-4,5-dihydro-1,2,4-triazine-6-carboxylate 
• 109948-33-6 3-(4-Methoxy-phenyl)-5-[(2-oxo-1,2-diphenyl-ethyl)-phenyl-amino]-1H-[1,2,4]triazin-6-one 

Relevant academic research and scientific papers

Mechanism of generation of: Closo -decaborato amidrazones. Intramolecular non-covalent B-H?π(Ph) interaction determines stabilization of the configuration around the amidrazone CN bond

Three types of N(H)-nucleophiles, viz. hydrazine, acetyl hydrazide, and a set of hydrazones, were used to study the nucleophilic addition to the CN group of the 2-propanenitrilium closo-decaborate cluster (Ph3PCH2Ph)[B10H9NCEt], giving N-closo-decaborato amidrazones. A systematic mechanistic study of the nucleophilic addition is provided and included detailed synthetic, crystallographic, computational and kinetic work. As a result, two possible mechanisms have been proposed, which consist of firstly a consecutive incorporation of two Nu(H) nucleophiles, with the second responsible for a subsequent rapid proton exchange. The second possible mechanism assumes a pre-formation of a dinuclear [Nu(H)]2 species which subsequently proceeds with the nucleophilic attack on the boron cluster. The activation parameters for hydrazones indicate a small dependence on bond formation [ΔH? = 6.8-15 kJ mol-1], but significantly negative entropies of activation [ΔS? ranges from -139 to -164 J K-1 mol-1] with the latter contributing some 70-80% of the total Gibbs free energy of activation, ΔG?. In the X-ray structure of (Z)-(Ph3PCH2Ph)[B10H9N(H)C(Et)NHNCPh2], very rare intramolecular non-covalent B-H?π(Ph) interactions were detected and studied by DFT calculations (M06-2x/6-311++G?? level of theory) and topological analysis of the electron density distribution within the framework of Bader's theory (QTAIM method). The estimated strength of these non-covalent interactions is 0.8-1.4 kcal mol-1.

Novel 6-azapteridines from bifunctional 1,2,4-triazines

The convergent synthesis of ethyl 5-chloro- and 5-amino-3-aryl-1,2,4-triazinecarboxylates 9a-9d and 10a-10d as well as of 5-amino-3-aryl-1,2,4-triazine-6-carboxamides 11a-11d is described. Compounds 9, 10 and 11 are powerful key compounds for cyclization reactions to the novel pyrimido[4,5-e][1,2,4]triazines 13d, 14c, 14d, 15c and 17a, 17d.