53983-77-0Relevant academic research and scientific papers
Synthesis and detailed conformational analysis of new naphthoxazino[2,3-a]benz[c]azepine and naphthoxazino[2,3-a]thieno[3,2-c]pyridine derivatives
Szatmári, István,Barta, Petra,Csámpai, Antal,Fül?p, Ferenc
, p. 4790 - 4804 (2017)
New naphth[1,3]oxazino-benzazepines and -thienopyridines were synthesized using a modified Mannich-type synthetic pathway by the reaction of 4,5-dihydro-3H-benz[c]azepine or 6,7-dihydrothieno[3,2-c]pyridine and different substituted aminonaphthols. Reaction conditions were optimized using microwave irradiation, with relatively short reaction times and a temperature of 80 °C. The formation of undesired naphthoxazine by-products made the separation/purification of the products challenging, therefore the reactions were repeated and systematically studied, starting from secondary and tertiary aminonaphthol derivatives, when the isolation of an ortho-quinonemethide structure occurred unexpectedly. Scope and limitations of its formation were also investigated. Conformational studies including ring inversion of a selection of the novel polyheterocycles were performed using NMR methods and supplementary DFT modelling.
Optically pure 1 - (α-aminobenzyl) - 2-naphthol preparation method
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Paragraph 0043-0045, (2017/04/11)
The invention provides a preparation method of optical pure 1-(alpha-amino benzyl)-2-naphthol. The preparation method comprises the following steps: catalytically synthesizing racemic 1-(alpha-amino benzyl)-2-naphthol trifluoroacetate by utilizing trifluoroacetic acid; and splitting racemic 1-(alpha-amino benzyl)-2-naphthol and trifluoroacetate thereof by utilizing optical pure 1, 1'-binaphthol phosphate ester and optical pure 1, 1'-binaphthol sodium phosphate as splitting reagents to prepare optical pure 1-(alpha-amino benzyl)-2-naphthol. The method is good in repeatability, and the splitting reagents can be repeatedly used, so that the method is low in cost, environment-friendly and energy-saving, and suitable for large-scale preparation of optical pure 1-(alpha-amino benzyl)-2-naphthol.
Synthesis of 1-(α-Aminobenzyl)-2-naphthol derivatives, their structure in crystal and in solution
Metlushka,Sadkova,Shaimardanova,Tufatullin,Zheltukhin,Kataeva,Alfonsov
, p. 80 - 85 (2015/01/30)
The series of tautomeric 1,3-diarylnaphthoxazines (the Betti base precursors) was obtained by the interaction of 2-naphthols and 1,3,5-trisaryl-2,4-diazapenta-1,4-dienes. Their structure has been established in solid state and solution.
A new method for the synthesis of enantiomerically pure Betti base
Bian, Guangling,Yang, Shiwei,Huang, Huayin,Song, Ling
, p. 899 - 902 (2013/05/22)
We have developed a new method for the synthesis of enantiomerically pure Betti base. By using trifluoroacetic acid to replace the more traditionally used hydrochloride acid, the hydrolysis procedure used in the classical synthesis of racemic Betti base was carried out under milder conditions with an improved yield (up to 96%), which was followed by a new and efficient resolution with using recyclable (R)-1,1′-binaphthalene-2,2′-diyl sodium phosphate to provide enantiomerically pure (S)-Betti base in 95% yield with up to 99% ee and (R)-Betti base in 93% yield with 90% ee in one resolution step. Georg Thieme Verlag Stuttgart - New York.
Microwave-assisted one-pot synthesis of (aminoalkyl)naphthols and (aminoalkyl)quinolinols by using ammonium carbamate or ammonium hydrogen carbonate as solid ammonia source
Szatmari, Istvan,Fueloep, Ferenc
experimental part, p. 775 - 778 (2009/08/16)
Ammonium carbamate and ammonium hydrogen carbonate were used as very effective solid ammonia sources to prepare different (aminoalkyl)naphthols and (aminoalkyl)quinolinols in ethanol and water as solvents under microwave conditions in modified three-compo
One-pot, three-component uncatalyzed quantitative synthesis of new aminonaphthols (Betti bases) in water
Ghandi, Mehdi,Olyaei, Abolfazl,Raoufmoghaddam, Saeed
body text, p. 4125 - 4138 (2009/04/11)
One-pot, three-component reaction of 2-naphthol, aromatic aldehyde, and heteroaryl amine in water at room temperature leads to the formation of the corresponding aminonaphthols (Betti bases). Reaction details and study of enantiomeric resolution of 1-(p-m
