69139-53-3Relevant academic research and scientific papers
Preparation method of substituted 2, 3-phthalazinone compound
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Paragraph 0075; 0076, (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.
A novel method for the synthesis of 1(2H)-phthalazinone derivatives using heteropolyacids as heterogeneous and recyclable catalysts
Heravi, Majid M.,Baghernejad, Bita,Oskooie, Hossein A.,Bamoharram, Fatemeh F.
experimental part, p. 375 - 384 (2009/05/31)
A simple and efficient synthesis of 1(2H)- phthalazinone derivatives was achieved via a reaction of phthalaldehydic acid and various phenyl hydrazines in CHCl3 in the presence of a catalytic amount of different heteropolyacids (HPAs) in very good yields.
2-(p-Nitroanilino)-3-isoindolin-1-one. An Unusual Dimer from phthalaldehyde mono-p-nitrophenylhydrazone.
Butler, Richard N.,Gillan, Ann M.,James, John P.,McArdle, Patrick,Cunningham, D.
, p. 523 - 539 (2007/10/02)
The synthesis of 2-(p-nitroanilino)-3-isoindolin-1-one (7) (Scheme 1) in an exceptional reaction from phthalaldehyde mono-p-nitrophenylhydrazone (1) is reported.
The Reaction of 1-Hydrazinophthalazine with Phthalaldehydic Acid. Occurence of Ring-Chain Tautomers (1)
Amer, Adel,Zimmer, Hans
, p. 1625 - 1628 (2007/10/02)
A reaction involving 1-hydrazinophthalazine (hydralazine, 1) designed to give a condensed heterocyclic system in which an eight membered ring is fused to phthalazine was investigated.With phthalaldehydic acid (2) the expected system was obtained.However, it occurs as an easily convertible mixture of ring-chain tautomers.It was found that the course of the reaction depends on the solvent.Thus, 6,7-dihydro-7-hydroxy-12H-phthalazinobenzodiazocin-12-one (5) and 2-(2-formylbenzoyl)-1-hydrazono-1,2-dihydrophthalazine (6) were the products of the reaction of 1 with 2 in aqueous medium.Upon prolonged standings this mixture converts into 3-(2-carboxyphenyl)-s-triazolophthalazine (8).In contrast, the isomeric ring-chain tautomers 2-(1-aminophthalazino)-3-hydroxy-1-oxoisoindole (12) and 1-phthalazine (13) were formed when the reaction was run in ethanol as solvent.
