51334-85-1Relevant academic research and scientific papers
Palladium-Catalyzed Acylation Reactions: A One-Pot Diversified Synthesis of Phthalazines, Phthalazinones and Benzoxazinones
Suchand, Basuli,Satyanarayana, Gedu
, p. 2233 - 2246 (2018/06/04)
A sequential one-pot strategy for the diversified synthesis of phthalazines, phthalazinones and benzoxazinones was presented. This strategy proceeds through [Pd]-catalyzed acylation and nucleophilic cyclocondensation with dinucleophilic reagents. This process was based on direct coupling with simple bench-top aldehydes without the assistance of directing group and without activating the carbonyl group. The process is highly advantageous because it employs simple nitrogen-based nucleophiles, and non-toxic and readily accessible aldehydes as the carbonyl source. Most importantly, the strategy was applied to the one-pot synthesis of PDE-4 inhibitor.
A novel method for heterocyclic amide-thioamide transformations
Fathalla, Walid,Ali, Ibrahim A. I.,Pazdera, Pavel
, p. 174 - 181 (2017/02/15)
In this paper, we introduce a novel and convenient method for the transformation of heterocyclic amides into heteocyclic thioamides. A two-step approach was applied for this transformation: Firstly, we applied a chlorination of the heterocyclic amides to afford the corresponding chloroheterocycles. Secondly, the chloroherocycles and N-cyclohexyl dithiocarbamate cyclohexylammonium salt were heated in chloroform for 12 h at 61°C to afford heteocyclic thioamides in excellent yields.
Synthesis, Antiviral, and Antimicrobial Activity of N- and S-Alkylated Phthalazine Derivatives
Moustafa, Ahmed H.,El-Sayed, Hassan A.,Abd El-Hady, Rasha A.,Haikal, Abdelfattah Z.,El-Hashash, Maher
, p. 789 - 799 (2016/05/19)
A series of N-alkylphthalazinone were synthesized by the reaction of phthalazin-1(2H)-one derivatives 1a, 1b, 1c with alkylating agents namely, propargyl, allyl bromide, epichlorohydrin, 1,3-dichloro-2-propanol, 4-bromobutylacetate, and 1-(bromomethoxy)et
Synthesis of some new phthalazines and their evaluation as corrosion inhibitors of steel
Hemdan, Magdy M.,Taha, Sherif M.,Gabr, Adel M.,Elkady, Mohamed Y.
, p. 617 - 621 (2015/01/08)
A convenient synthesis has been achieved of 11 substituted phthalazines starting from the condensation of 2-(p-toluoyl)benzoic acid with hydrazine and some of its simple congeners, H2NNHR. Four of the phthalazines showed activity as inhibitors of the corr
Chemoselectivity of 2-arylmethyleneaminoisoindolin-1,3-diones toward arenes under friedel-crafts conditions: An efficient synthesis of benzophenones integrated with 2-substituted hydrazone moieties
Derbala, Hamed A.
experimental part, p. 700 - 704 (2012/08/27)
Treatment 2-arylmethyleneaminoisoindole-1,3-diones 1a-c with arenes in the presence of AlCl3-DMF complex as a catalyst afforded the novel compounds, 2-((arylidenehydrazono)(aryl)-methyl)benzophenones 3a-n in satisfactory yields. The structure of the obtained products 3a-n was confirmed by the use of IR, 1H-NMR, 13C-NMR, mass spectra, and elemental analyses.
A new and convenient synthesis of 3-aryl-3-hydroxyisoindol-1-ones and their aza analogs
Saito,Sakamoto,Kikugawa
, p. 221 - 224 (2007/10/03)
A simple and convenient synthesis of 3-aryl-3-hydroxyisoindol-1-ones and their aza analogs is described. The utility of this synthesis is demonstrated by the preparation of 4-arylphthalazinones and their aza analogs.
Synthesis and some reactions of 3,4-dimethoxyphenylmethyleneaminophthalimide
Derbala, H. A. Y.
, p. 779 - 781 (2007/10/02)
3,4-Dimethoxyphenylmethyleneaminophthalimide (1) reacts with aromatic hydrocarbons under Friedel-Craft's conditions to give 4-arylphthalazin-1-ones (2a-c).The reaction involves ring cleavage followed by cyclization and elimination of the aldehyde moiety.The investigation is extended to study the reaction of the title compound with Grignard reagents and amines leading to the formation of 2a, 4-6), respectively.
Novel antiasthmatic agents with dual activities of thromboxane A2 synthetase inhibition and bronchodilation. 1. 2-[2-(1-imidazolyl)alkyl]- 1(2H)-phthalazinones
Yamaguchi,Kamei,Koga,Akima,Kuroki,Ohi
, p. 4052 - 4060 (2007/10/02)
A number of 4-substituted 2-[ω-(1-imidazolyl)alkyl]-1(2H)-phthalazinones were synthesized in order to develop agents possessing both thromboxane A2 synthetase inhibitory and bronchodilatory activities. The pharmacological evaluation of these compounds disclosed that they have both activities to various extents. Both activities were slightly dependent on the length of the 2-substituents and largely affected by the nature of the 4-substituents. Compounds bearing phenyl and thienyl groups exhibited relatively high and well-rounded activities. Among these compounds, 12j and 15f were found to be the most effective agents having well-rounded activities in vitro and in vivo. Introduction of a carboxyl group reduced both activities contrary to our expectation. 4-(3-Pyridyl)phthalazinone 18b was of particular interest because of unexpectedly high in vivo activities in spite of an absence of significant in vitro activities.
N-AMINOPHTHALIMIDE AS PRECURSOR FOR 4-ARYLPHTHALAZ-1-ONES
Ismail, Mohamed Fekry,Kandile, Nadia Gharib
, p. 251 - 253 (2007/10/02)
Reaction of N-aminophthalimide of N-arylideneaminophthalimides with hydrocarbons under Friedel-Crafts conditions offer a new parthway for the preparation of 4-arylphthalaz-1-ones (3).
SYNTHESIS AND BEHAVIOUR OF N-NAPHTHYLMETHYLENEAMINOPHTHALIMIDES TOWARD NUCLEOPHILIC REAGENTS
Kandile, Nadia Gharib
, p. 533 - 538 (2007/10/02)
The reactions of N-naphthylmethyleneaminophthalimides (1a, b) with Grignard reagents took place either by normal addition to one of the carbonyl groups to give 2a, d, or by 1,2-addition and cleavage to give 4-arylphthalaz-1-ones (4a-d).The reactions of 1a, b with amines gave 5, 6 and 7, respectively.
