919868-22-7Relevant academic research and scientific papers
Preparation method of substituted 2, 3-phthalazinone compound
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Paragraph 0077; 0078, (2018/07/30)
The invention provides a preparation method of a substituted 2, 3-phthalazinone compound. The method includes the steps of: (1) adding substituted hydrazine and substituted o-carboxybenzaldehyde intoa reaction container, controlling the reaction temperature at 50DEG C-150DEG C, and carrying out thermal insulation reaction under mechanical mixing; and (2) carrying out TLC or gas phase monitoring reaction, at the end of the reaction, adding a precipitating agent into the reaction system, conducting stirring for 0.5-1.0h, and conducting standing and filtering to obtain a solid crystal, i.e. thesubstituted 2, 3-phthalazinone compound. Starting from cheap and easily available raw materials, the preparation method provided by the invention employs one-pot process for efficient preparation of aseries of highly bioactive substituted 2, 3-phthalazinone compounds with a yield of 90%-99% under a molten state. The method has the characteristics of wide substrate application range, no adding ofcatalyst, no use of solvent and mild conditions, the reaction time is shortened by 95% or more than that of the catalytic preparation method under the traditional solvent condition, and the product purity is very high.
Access to phthalazinones via palladium-catalyzed three-component cycloamino-carbonylation of 2-formylaryl tosylates, hydrazines and CO
Liu, Bin,Zhang, Chunlei,Zhou, Xigeng
supporting information, p. 8282 - 8286 (2016/12/02)
The palladium-catalyzed three-component cycloaminocarbonylation of 2-formylaryl tosylates with hydrazines and carbon monoxide has been established, which provides an efficient method for synthesis of substituted phthalazinones. In addition, by applying this protocol as the key step, Hydralazine can easily be synthesized in 65% yield.
Convenient method for the synthesis of phthalazinones via carbonylation of 2-bromobenzaldehyde using Co2(CO)8 as a CO source
Suresh, A. Sivalingam,Baburajan, Poongavanam,Ahmed, Mansur
supporting information, p. 3482 - 3485 (2014/06/10)
A simple one-pot synthesis of phthalazinones by the condensation and intra-molecular carbonylative cyclization of 2-bromobenzaldehydes with hydrazines is reported. This method utilizes solid Co2(CO) 8 as carbonyl source making it rea
Palladium-catalyzed phthalazinone synthesis using paraformaldehyde as carbon source
Wang, Huamin,Cai, Jinhui,Huang, Huawen,Deng, Guo-Jun
supporting information, p. 5324 - 5327 (2015/01/09)
A palladium-catalyzed one-pot synthesis of phthalazinones from 2-halomethyl benzoates, paraformaldehyde, and aryl hydrazines is described. Various substituted phthalazinones were selectively obtained in good yields using paraformaldehyde as the cheap carbon source (CH). (Chemical Equation Presented).
Palladium-catalyzed synthesis of phthalazinones: Efficient carbonylative coupling of 2-bromobenzaldehydes and hydrazines
Wu, Xiao-Feng,Neumann, Helfried,Neumann, Stephan,Beller, Matthias
supporting information; experimental part, p. 8596 - 8599 (2012/08/14)
Phthalazinones made easy! A new, straightforward methodology for the carbonylative synthesis of phthalazinones has been established. Starting from readily available 2-bromobenzaldehydes or 2-bromoacetophenone and hydrazines, a variety of phthalazinones have been produced in good isolated yields (see scheme). Copyright
A trans-Folded Alkene System: Synthesis, Structure and Isomerization of 2,2'-Diaryl-1,1'-bi(1,2-dihydrophthalazinylidenes)
Butler, Richard N.,Gillan, Ann M.,Lysaght, Fiona A.,McArdle, Patrick,Cunningham, D.
, p. 555 - 564 (2007/10/02)
A series of 2,2'-diaryl-1,1'-bi(1,2-dihydrophthalazinylidenes) have been synthesized from 1-hydroxy-2-aryl-1,2-dihydrophthalazines.An X-ray crystal structure showed relief of strain in these new ylidenes by a trans-folding of the alkene linkage.The mechanism of their formation was probed with additives such as sulphur, N-phenylmaleimide, and dimethyl acetylenedicarboxylate which interacted with intermediates in the reaction and gave further interesting new ylidene structures.The mechanism of trans-cis isomerization of the biphthalazinylidenes was studied using 270 MHz 1 H-NMR spectroscopy to measure the kinetics and activation parameters for the isomerization.X-Ray crystal structures of the following compounds are reported: 2,2'(p-bromophenyl)-trans-1,1'-bi--4--1-phenyl-3,4-dihydropyrrole-2,5-dione, (10d); dimethyl 3-(2-phenyl-1,2-dihydrophthalazin-1-ylidene)-2-oxobutanedioate (11), and dimethyl 2-acetoxy-3-(2-phenyl-1,2-dihydrophthalazin-1-yl)but-2-ene-1,4-dioate (12).
